6-[2-(tert-Butoxycarbonyl)hydrazinyl]nicotinic acid
-
![6-[2-(tert-Butoxycarbonyl)hydrazinyl]nicotinic acid structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/4bc0bf2c6bf0493b948b92663a174ca8.png "6-[2-(tert-Butoxycarbonyl)hydrazinyl]nicotinic acid")
6-[2-(tert-Butoxycarbonyl)hydrazinyl]nicotinic acid
structure -
-
CAS No:
133081-25-1
-
Formula:
C11H15N3O4
-
Chemical Name:
6-[2-(tert-Butoxycarbonyl)hydrazinyl]nicotinic acid
-
Synonyms:
3-Pyridinecarboxylic acid,6-[1-[(1,1-dimethylethoxy)carbonyl]hydrazinyl]-;3-Pyridinecarboxylic acid,6-[2-[(1,1-dimethylethoxy)carbonyl]hydrazino]-;6-[1-[(1,1-Dimethylethoxy)carbonyl]hydrazinyl]-3-pyridinecarboxylic acid;6-[2-(tert-Butoxycarbonyl)hydrazinyl]nicotinic acid;6-Boc-Hynic;2567571-34-8
- Categories:
-
CAS No:
Safety Information
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
6-[2-(tert-Butoxycarbonyl)hydrazinyl]nicotinic acid Use and Manufacturing
To a solution of 6-hydrazinopyridine-3-carboxylic acid4a (0.346 g, 1.82 mmol) and triethylamine (0.32 mL, 2.36mmol) in DMF di-tert-butyldicarbonate (0.40 g, 1.82 mmol)was added. The mixture became homogenous after 1h. Stirringwas continued over 16h at 25°C then solvent was removedunder reduced pressure. The residue was diluted withethyl acetate/MeOH (4:1) and filtered through silica withethyl acetate as eluant to give 6-Boc-hydrazinopyrridine-3-carboxylic acid 4b as a pale yellow solid (0.44 g, 96percent). IR(ATR, cm-1) 3353; 3227; 2975; 1719; 1593; 1472; 1372;1256; 1014; 867; 794; 520. 1H NMR (DMSO-d6) 12.584(s, 1H); 8.59 (s, 1H); 7.97 (d, 1H, J= 9 Hz); 6.54 (d, 1H, J=9 Hz). 13C NMR (DMSO) 166.6; 155.7; 150.5; 138.5;116.7; 79.3; 28.1; 14.0. MS (ESI-) [M-H]: 252.00. MS (ESI+)[M+H]: 254.07. HRMS (ESI+) [M+H]+: 254.1145 observed, 254.1141 calculated for C11H16N3O4.Synthesis of 6-(2-(tert-butoxycarbonyl)hydrazinyl)nicotinic acidTo a suspension of 6-hydrazinylnicotinic acid (3 g, 19.6 mmol) in DMF (20 mL) was added TEA (2.97 g, 29.4 mmol) and Boc2O (4.7 g, 21.6 mmol). The suspension was heated to 65°C with stirring for 15 hrs. The suspension was poured into water (20 mL) and adjusted pH to 6 with HC1 (1 M) and then purified by reverse phase biotage to give 1.2 g solid (24percent).To a solution of compound 6 (159mg, 328umol) in DMF (2mL) was added HATU (143mg, 376umol) and DIEA (162mg, 1.26mmol). After stirring at 20 C for 15min, compound 5 (260mg, 314umol) was added.Stir for an additional hour at 20 C. TLC detection, The reaction of the raw materials is complete. Spin-dried under reduced pressure, purified by climbing the plate (SiO2, DCM: MeOH = 10: 1), Compound 7 was obtained as a red oil (300 mg, yield 86.53%).
Computed Properties
Molecular Weight:253.25
XLogP3:1.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:253.10625597
Monoisotopic Mass:253.10625597
Topological Polar Surface Area:101
Heavy Atom Count:18
Complexity:314
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of 6-[2-(tert-Butoxycarbonyl)hydrazinyl]nicotinic acid
-
![China]()
CN
5 YRS
Business licensedTrader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives -
![China]()
CN
2 YRS
Business licensed Certified factoryManufactory Supplier of 4-(Pentafluorothio)aniline,Pentafluoro,Pentafluorothio,Pentafluorosulfur,[4-(bromomethyl)phenyl]-pentafluoro-lambda6-sulfane,[4-(pentafluoro-sulfanyl)phenyl]acetic acidInquiryCAS No.: 133081-25-1Grade: Industrial GradeContent: 95%
Learn More Other Chemicals
-
3,5-DIBROMO-2-[[[(3,5-DINITROBENZOYL)AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID
535965-38-9
-
3,5-DIBROMO-2-[[[[(2-CHLOROPHENOXY)ACETYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID
532386-89-3
-
3,5-DIBROMO-2-[[[(4-METHYL-3-NITROBENZOYL)AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID
532943-48-9
-
3,5-DIBROMO-2-[[[[3-(2-FURANYL)-1-OXO-2-PROPENYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID Formula
586392-09-8
-
3,5-DIBROMO-2-[[[[(2-METHYLPHENOXY)ACETYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID Formula
531548-30-8
-
2-(1,8-dibromo-16,18-dioxo-17-azapentacyclo[6.6.5.0~2,7~.0~9,14~.0~15,19~]nonadeca-2,4,6,9,11,13-hexaen-17-yl)benzoic acid Formula
333340-54-8
-
3,5-DIBROMO-2-[[[[3-(PHENOXYMETHYL)BENZOYL]AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID Structure
586393-79-5
-
3,5-DIBROMO-2-[[[(4-CHLOROBENZOYL)AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID Structure
531530-32-2
-
What is 2-Cyclopentyl-3-(2,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-oxo-4-isoquinolinecarboxylic acid
400073-92-9
-
What is 9-Octadecenoic acid (9Z)-, compd. with N,N-dimethylcyclohexanamine (1:1)
65122-23-8
6-[2-(tert-Butoxycarbonyl)hydrazinyl]nicotinic acid
SDSRequest for Quotation