Acetonitrile → HCID 70219655, compound

HRID 1937821Notes

Reaction equation

HRID 1937821 reaction equation
C[O:2][C:3](=[O:35])[C@@H:4]([NH:11][C:12](=[O:34])[CH:13]([C:24](=[O:33])[NH:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[NH:23])[NH2:22])=[CH:17][CH:16]=1)[CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.C(#N)C>O>[CH2:26]([NH:25][C:24]([CH:13]([CH2:14][C:15]1[CH:16]=[CH:17][C:18]([C:21](=[NH:22])[NH2:23])=[CH:19][CH:20]=1)[C:12]([NH:11][C@@H:4]([CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)[C:3]([OH:35])=[O:2])=[O:34])=[O:33])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 131723235HCID 131723235, compound

Product 1

HCID 70219655HCID 70219655, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The above [2-(R,S)-benzylcarbamoyl-3-(4-carbamimidoyl-phenyl)-propionylamino]-(S)-cyclohexyl-acetic acid methyl ester was suspended in water/concentrated hydrochloric acid (1/1, 200 ml) and stirred at room temperature. After 8 days acetonitrile (100 ml) was added and stirred for 2 more days. The reaction mixture was filtered and poured into ice-water. The precipitate was collected by fractionized crystallization:

Workup

  1. stirringstirred for 2 more days
  2. filtrationThe reaction mixture was filtered
  3. additionpoured into ice-water
  4. customThe precipitate was collected by fractionized crystallization

Sources & evidence

ORD record
ord-07749181fa1c4033b8f66a6625d10280
Source dataset
uspto-grants-2002_05
Patent number
US06395737B1

Reaction notes

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