Ammonia → 6-(5-Cyclopropylcarbamoyl-2-methyl-phenyl)-1-oxo-2-pyridin-4-ylmethyl-1,2-dihydro-isoquinoline-4-carboxylic acid piperidin-4-ylamide

HRID 907285Notes

Reaction equation

HRID 907285 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[C:24]([C:27]4[CH:32]=[C:31]([C:33](=[O:38])[NH:34][CH:35]5[CH2:37][CH2:36]5)[CH:30]=[CH:29][C:28]=4[CH3:39])[CH:25]=3)[C:20](=[O:40])[N:19]([CH2:41][C:42]3[CH:47]=[CH:46][N:45]=[CH:44][CH:43]=3)[CH:18]=2)=[O:16])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.N>ClCCl>[NH:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[C:24]([C:27]4[CH:32]=[C:31]([C:33](=[O:38])[NH:34][CH:35]5[CH2:36][CH2:37]5)[CH:30]=[CH:29][C:28]=4[CH3:39])[CH:25]=3)[C:20](=[O:40])[N:19]([CH2:41][C:42]3[CH:47]=[CH:46][N:45]=[CH:44][CH:43]=3)[CH:18]=2)=[O:16])[CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 6422Trifluoroacetic acidHCID 575517434-{[6-(5-Cyclopropylcarbamoyl-2-methyl-phenyl)-1-oxo-2-pyridin-4-ylmethyl-1,2-dihydro-isoquinoline-4-carbonyl]-amino}-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 250205606-(5-Cyclopropylcarbamoyl-2-methyl-phenyl)-1-oxo-2-pyridin-4-ylmethyl-1,2-dihydro-isoquinoline-4-carboxylic acid piperidin-4-ylamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product of step i) (0.1 g) in dichloromethane (9 mL) was added trifluoroacetic acid (1 mL) and the mixture stirred at room temperature for 1 hour. The reaction was basified by the addition of 0.88 ammonia and washed with water. The organics were dried over magnesium sulphate, filtered and concentrated to dryness to yield the title compound as a solid (0.08 g).

Workup

  1. washwashed with water
  2. dry with materialThe organics were dried over magnesium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-b3c455767a294e62a6951e1b0663eff1
Source dataset
uspto-grants-2011_09
Patent number
US08012979B2

Reaction notes

Loading…