Triethylamine → N2-(2-aminophenyl)-N5-pyridin-3-yl-6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxamide
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([C:11]1[S:19][C:18]2[CH2:17][CH2:16][NH:15][CH2:14][C:13]=2[CH:12]=1)=[O:10].C1([O:26][C:27](=O)[NH:28][C:29]2[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=2)C=CC=CC=1.CCN(CC)CC>CN(C=O)C>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([C:11]1[S:19][C:18]2[CH2:17][CH2:16][N:15]([C:27]([NH:28][C:29]3[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=3)=[O:26])[CH2:14][C:13]=2[CH:12]=1)=[O:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
To a solution of N-(2-aminophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxamide (1.0 eq) obtained in step VIII in DMF was treated with Pyridin-3-yl-carbamic acid phenyl ester (1.0 eq) in presence of base like Et3N and stirred at 50° C. for 8 h Reaction was then quenched with water and extracted with ethyl acetate and the organic layer was separated, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude product, which, on purification by column chromatography afforded the title compound.
Workup
- customReaction
- customwas then quenched with water
- extractionextracted with ethyl acetate
- customthe organic layer was separated
- dry with materialdried over anhydrous Na2SO4
- concentrationconcentrated under reduced pressure
- customto afford crude product, which
- customon purification by column chromatography
Sources & evidence
- ORD record
- ord-a13f3e2878a64fa6831d376bbfc519c2
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08440830B2
Reaction notes
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