L-Tartaric acid → HCID 178523846, compound

HRID 258103Notes

Reaction equation

HRID 258103 reaction equation
[NH:1]1[CH:5]=[C:4]([CH2:6][N:7]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[C:11]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])=[N:10][C@H:9]([NH:25][C:26]([C:28]3[NH:29][C:30]4[C:35]([CH:36]=3)=[CH:34][CH:33]=[CH:32][CH:31]=4)=[O:27])[C:8]2=[O:37])[N:3]=[CH:2]1.[C:38]([OH:47])(=[O:46])[C@@H:39]([C@H:41]([C:43]([OH:45])=[O:44])[OH:42])[OH:40]>CO>[C:43]([C@@H:41]([C@H:39]([C:38]([OH:47])=[O:46])[OH:40])[OH:42])([OH:45])=[O:44].[NH:1]1[CH:5]=[C:4]([CH2:6][N:7]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[C:11]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])=[N:10][C@H:9]([NH:25][C:26]([C:28]3[NH:29][C:30]4[C:35]([CH:36]=3)=[CH:34][CH:33]=[CH:32][CH:31]=4)=[O:27])[C:8]2=[O:37])[N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 444305L-Tartaric acidHCID 178523845HCID 178523845, compound

Product 1

HCID 178523846HCID 178523846, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (3S)-1,3-dihydro-1-(4-imidazolylmethyl)-3-(2-indolylcarbonylamino)-5-(2-fluorophenyl)-2H-1,4-benzodiazepine-2-one (246 mg) in methanol (10 ml) was added L-(+)-tartaric acid (75.0 mg) at room temperature. After being stirred for several minutes, the mixture was concentrated to 2 ml. The resultant light yellow powder was collected by filtration, washed with diisopropyl ether twice and dried to give (3S)-1,3-dihydro-1-(4-imidazolylmethyl)-3-(2-indolylcarbonylamino)-5-(2-fluorophenyl)-2 H-1,4-benzodiazepine-2-one L-(+)-tartrate (235.3 mg).

Workup

  1. concentrationthe mixture was concentrated to 2 ml
  2. filtrationThe resultant light yellow powder was collected by filtration
  3. washwashed with diisopropyl ether twice
  4. customdried

Sources & evidence

ORD record
ord-7500d4ac543540b79a57b453872aa470
Source dataset
uspto-grants-1993_11
Patent number
US05264433

Reaction notes

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