3-Methoxypiperidine

To a stirred solution of 4-(2'-(tert-butyl)-[3, 4'-bipyridin]-5-yl)-3-chlorobenzoic acid (100 mg, 0.4098 mmol) in DMF (1 mL) was added HATU (622.8 mg, 1.639 mmol) and DIPEA (158.8 mg, 1.229 mmol), and the mixture stirred for 10 min. Then General procedure: Additional amide analogs were prepared by adding 1.5 equivalents of an amine which will provide the desired substituents into a 1 dram vial (1.5 eq.) along with lithium 5-amino-7- methoxyimidazo[1, 2-c]quinazoline-2-carboxylate (30 mg, 0.114 mmol) and a DMF solution (1.0 ml) solution of DIPEA (0.079 ml, 0.454 mmol), shaking the vial for 5 minutes in a Bohdan Miniblock Shaker and then adding 1-propanephosphonic acid cyclic anhydride (50% w/w in EtOAc, 64.7 mul, 0.109 mmol), and continuing to shake the vial at RT overnight. The completed reaction was quenched with 1.0 ml water and the organic layer separated by filtering through a Varian 2 ml Reservior Frit and a Whatman 0.45mum syringe filter to remove emulsion, followed by solvent removal using a Genevac. The crude residue was dissolved in 1.0 ml DMSO and purified by LC/MS.A mixture of N- [5 -(7-bromo-4-oxoquinazolin-3 (4H)-yl)-2-(trifluoromethoxy)phenyl] -1 -(morpholin-4-yl)cyclopropane-1-carboxamide (50.0 mg, 98 % purity, 88.6 jimol), General procedure: To a stirred solution of the appropriate pyrrole 49 (5.6 mmol) inacetonitrile (20 ml), a mixture of the appropriate amine (0.57 g, 5.6 mmol), formaldehyde (0.18 g, 5.6 mmol) (40% in water), and5ml of glacial acetic acid was added drop-wise in 5 min. Followingaddition, the mixture was stirred at room temperature for 1 h andthen treated with a solution of sodium hydroxide (20%, w/v) andextracted with ethyl acetate. The organic extracts were combined, washed with brine, and dried over Na2SO4. The obtained residueafter solvent evaporation was purified by column chromatography, using silica gel and petroleum ether/ethyl acetate (3:1 v/v) to give1-35 and 38-45 as solids in satisfactory yields.

Molecular Weight:115.17
XLogP3:0.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:115.099714038
Monoisotopic Mass:115.099714038
Topological Polar Surface Area:21.3
Heavy Atom Count:8
Complexity:65.5
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes