Sodium Hydroxide → 3-(4-Amino-3-chloro-5-trifluoromethyl-phenyl)-2-{[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-carbonyl]-amino}-propionic Acid

HRID 736938Notes

Reaction equation

HRID 736938 reaction equation
[OH-].[Na+].[NH2:3][C:4]1[C:9]([C:10]([F:13])([F:12])[F:11])=[CH:8][C:7]([CH2:14][CH:15]([NH:21][C:22]([N:24]2[CH2:29][CH2:28][CH:27]([N:30]3[CH2:36][CH2:35][C:34]4[CH:37]=[CH:38][CH:39]=[CH:40][C:33]=4[NH:32][C:31]3=[O:41])[CH2:26][CH2:25]2)=[O:23])[C:16]([O:18]CC)=[O:17])=[CH:6][C:5]=1[Cl:42]>CCO>[NH2:3][C:4]1[C:9]([C:10]([F:12])([F:13])[F:11])=[CH:8][C:7]([CH2:14][CH:15]([NH:21][C:22]([N:24]2[CH2:25][CH2:26][CH:27]([N:30]3[CH2:36][CH2:35][C:34]4[CH:37]=[CH:38][CH:39]=[CH:40][C:33]=4[NH:32][C:31]3=[O:41])[CH2:28][CH2:29]2)=[O:23])[C:16]([OH:18])=[O:17])=[CH:6][C:5]=1[Cl:42]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22184546Ethyl 3-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-{[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-carbonyl]-amino}-propionate

Product 1

HCID 221846053-(4-Amino-3-chloro-5-trifluoromethyl-phenyl)-2-{[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-carbonyl]-amino}-propionic Acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

45 mL of 1 M NaOH were added to a solution of 13.00 g (22.34 mmol) of ethyl 3-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-{[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-carbonyl]-amino}-propionate in 100 mL EtOH and the mixture was stirred, for 16 h at RT. EtOH was evaporated off i. vac., 45 mL of 1M HCl were added and the mixture was stirred for 15 min. The precipitate formed was filtered off, washed with water and dried i. vac. at 75° C.

Workup

  1. customEtOH was evaporated off i
  2. addition, 45 mL of 1M HCl were added
  3. stirringthe mixture was stirred for 15 min
  4. customThe precipitate formed
  5. filtrationwas filtered off
  6. washwashed with water
  7. customdried i
  8. customat 75° C.

Sources & evidence

ORD record
ord-f5b8d8af65b9447cb347408e74d0e30e
Source dataset
uspto-grants-2009_09
Patent number
US07595312B2

Reaction notes

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