1-Chloroethyl chloroformate → HCID 66754702, compound

HRID 1643976Notes

Reaction equation

HRID 1643976 reaction equation
ClC(OC(Cl)C)=O.C([N:15]1[CH2:20][CH2:19][N:18]([C@@H:21]2[CH2:25][CH2:24][N:23]([C:26](=[O:56])[CH:27]([N:34]3[C:38]4[CH:39]=[C:40]([Cl:43])[CH:41]=[CH:42][C:37]=4[N:36]([S:44]([C:47]4[CH:52]=[CH:51][C:50]([O:53][CH3:54])=[CH:49][CH:48]=4)(=[O:46])=[O:45])[C:35]3=[O:55])[C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH2:22]2)[CH2:17][CH2:16]1)C1C=CC=CC=1>ClCCl>[Cl:43][C:40]1[CH:41]=[CH:42][C:37]2[N:36]([S:44]([C:47]3[CH:48]=[CH:49][C:50]([O:53][CH3:54])=[CH:51][CH:52]=3)(=[O:46])=[O:45])[C:35](=[O:55])[N:34]([CH:27]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:26](=[O:56])[N:23]3[CH2:24][CH2:25][C@@H:21]([N:18]4[CH2:17][CH2:16][NH:15][CH2:20][CH2:19]4)[CH2:22]3)[C:38]=2[CH:39]=1

Participants

4

Reactant 2

HCID 5213051-Chloroethyl chloroformateHCID 66754714HCID 66754714, compound

Product 1

HCID 66754702HCID 66754702, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

118 mg (0.82 mmol) of 1-chloroethyl chloroformate were added to a solution of 550 mg (0.79 mmol) of 3-{2-[(R)-3-(4-benzylpiperazin-1-yl)-pyrrolidin-1-yl]-2-oxo-1-phenylethyl}-5-chloro-1-(4-methoxybenzenesulfonyl)-1,3-dihydrobenzimidazol-2-one (Example 142) in 5 ml dry dichloromethane while stirring at 0° C. The reaction mixture was subsequently stirred at 0° C. for 1 h and then at room temperature overnight. The solvent was removed in vacuo, and the residue was dissolved in 20 ml of methanol.

Workup

  1. stirringThe reaction mixture was subsequently stirred at 0° C. for 1 h
  2. customat room temperature
  3. customovernight
  4. customThe solvent was removed in vacuo
  5. dissolutionthe residue was dissolved in 20 ml of methanol

Sources & evidence

ORD record
ord-d0c8b28d15d54996ba360b7926e51814
Source dataset
uspto-grants-2012_02
Patent number
US08119676B2

Reaction notes

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