Methyl 4-bromothiophene-2-carboxylate

A few drops of concentrated sulphuric acid are added to a solution of 5.0 g of the compound obtained during Stage 1 of Preparation 1 in 25 ml of methanol. The reaction medium is stirred at 65° C. for 17 hours and is then concentrated under reduced pressure. The oily residue obtained is dissolved in ethyl acetate (200 ml), washed with water (3.x.100 ml), dried over sodium sulphate and then concentrated under reduced pressure in order to produce 5.24 g of the desired product.Yield: 98percent 1H NMR (CDCl3) δ (ppm): 3.90 (s, 3H), 7.45 (s, 1H), 7.70 (s, 1H)b) b) b To a solution of 4-bromo-2-thiophenecarboxylic acid (4g, 19 mmol) in MeOH (100 ml.) was added HPreparation of Λ/-{(1 S)-2-amino-1-[(3, 4-difluorophenyl)methyl1ethyl}-4-(1 /-/-pyrazol-4-yl)-2- thiophenecarboxamide; a) methyl 4-bromo-2-thiophenecarboxylate; To a solution of 4-bromo-2-thiophenecarboxylic acid (7 g, 34 mmol) in MeOH (170 ml.) was added cone. HTo a dry flask under N2 with a stirbar was added 6 g (29.1 mmol) of 4- bromothiophene-2-carboxylic acid (as prepared in the previous step) and dry methanol (100 mL). The solution was cooled in an ice-salt bath for 15 min and 2.55 mL (34.9 mmol) of thionyl chloride was added over 15 min, keeping the temperature In 100ml single neck flask was added 4-bromo-2-thiophenecarboxylic acid 2.07g (10mmol), thionyl chloride 1.19g (10mmol) and absolute ethanol 25ml, refluxed, 6h After TLC showed the starting material is no longer remaining. The solvent was distilled off under reduced pressure, ice water was added, adjusting the pH with saturated sodium carbonate solution to 9 to 10, and extracted with ethyl acetate (40ml × 3), the combined organic phase was washed twice with saturated brine, dried over anhydrous MgSO 4, pale yellow oily liquid 2.02g, yield 91.4percent.: Methyl 4-{6-[4-(2-piperidin-l-ylethoxy)phenyllpyrazolo[l, 5-alpyrimdin-3-vUthiophene- 2-carboxylate; Step 1 : methyl 4-(4, 4, 5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl)thiophene-2-carboxylate; 4-Bromothiophene-2-carboxylic acid (0.418 g, 2 mmol) was dissolved in methanol (1 mL), and concentrated sulfuric acid (0.039 g, 0.4 mmol) was added. The mixture was refluxed for 1O h, poured into water, and subjected to 3-fold extraction with ethyl acetate. The organic layer was washed with K

Molecular Weight:221.07
XLogP3:2.5
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:219.91936
Monoisotopic Mass:219.91936
Topological Polar Surface Area:54.5
Heavy Atom Count:10
Complexity:140
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes