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 1795055Notes

Reaction equation

HRID 1795055 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([CH2:12][CH:13]([NH:19][C:20]([N:22]2[CH2:27][CH2:26][CH:25]([N:28]3[CH2:34][CH2:33][C:32]4[CH:35]=[CH:36][CH:37]=[CH:38][C:31]=4[NH:30][C:29]3=[O:39])[CH2:24][CH2:23]2)=[O:21])[C:14]([O:16]CC)=[O:15])=[CH:4][C:3]=1[Cl:40].[OH-].[Na+]>CCO>[NH2:1][C:2]1[C:7]([C:8]([F:10])([F:11])[F:9])=[CH:6][C:5]([CH2:12][CH:13]([NH:19][C:20]([N:22]2[CH2:23][CH2:24][CH:25]([N:28]3[CH2:34][CH2:33][C:32]4[CH:35]=[CH:36][CH:37]=[CH:38][C:31]=4[NH:30][C:29]3=[O:39])[CH2:26][CH2:27]2)=[O:21])[C:14]([OH:16])=[O:15])=[CH:4][C:3]=1[Cl:40]

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}-propionate2×

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

To a solution of 13.00 g (22.34 mmol) 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 (Intermediate product 59) in 100 mL EtOH was added 45 mL aqueous NaOH (1 M) and the mixture was stirred for 16 hours at RT. EtOH was evaporated i. vac., 45 mL aqueous HCl (1M) was added and 15 minutes stirred. The precipitate formed was filtered off, washed with water and dried i. vac. at 75° C.

Workup

  1. customEtOH was evaporated i
  2. addition, 45 mL aqueous HCl (1M) was added and 15 minutes
  3. stirringstirred
  4. customThe precipitate formed
  5. filtrationwas filtered off
  6. washwashed with water
  7. customdried i
  8. customat 75° C.

Sources & evidence

ORD record
ord-5b4193e8b09743dfaaa96d4878f2e25a
Source dataset
uspto-grants-2006_04
Patent number
US07026312B2

Reaction notes

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