Dichloromethane → HCID 69100632, compound

HRID 2114997Notes

Reaction equation

HRID 2114997 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].ClCCl.C(OC(=O)[NH:17][C:18]1[NH:22][C:21]2[CH:23]=[CH:24][C:25]([NH:27][C:28](=[O:44])[C:29]([N:31]3[CH2:36][CH2:35][CH:34]([CH2:37][C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=4)[CH2:33][CH2:32]3)=[O:30])=[CH:26][C:20]=2[N:19]=1)(C)(C)C>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:17][C:18]1[NH:19][C:20]2[CH:26]=[C:25]([NH:27][C:28](=[O:44])[C:29]([N:31]3[CH2:36][CH2:35][CH:34]([CH2:37][C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=4)[CH2:33][CH2:32]3)=[O:30])[CH:24]=[CH:23][C:21]=2[N:22]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 178452968HCID 178452968, compound

Product 1

HCID 69100632HCID 69100632, compoundYield 97.1%

Conditions

Temperature
20 °C

Procedure

To a solution of 5 ml of 5% trifluoroacetic acid in dichloromethane 0.8 g (1.67 mmol) of {5-[2-(4-benzyl-piperidin-1-yl)-2-oxo-acetylamino]-1H-benzimidazol-2-yl}-carbamic acid tert-butyl ester is added. The reaction mixture is stirred for 48 hours at 20° C. The precipitated crystals are filtered off and washed with dichloromethane to yield 0.8 g (97.1%) of the title compound. Melting Point: 121° C.

Workup

  1. filtrationThe precipitated crystals are filtered off
  2. washwashed with dichloromethane

Sources & evidence

ORD record
ord-07e1182bb7374d84be5a89eb55c8d332
Source dataset
uspto-grants-2008_10
Patent number
US07435744B2

Reaction notes

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