Acetonitrile → HCID 11711059, compound

HRID 1676054Notes

Reaction equation

HRID 1676054 reaction equation
[NH:1]([C:8]([NH:10][C:11]1[CH:32]=[CH:31][C:14]2[N:15]([CH:18]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:19][C:20]([O:22]CC)=[O:21])[CH:16]=[N:17][C:13]=2[CH:12]=1)=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(#N)C>Cl>[NH:1]([C:8]([NH:10][C:11]1[CH:32]=[CH:31][C:14]2[N:15]([CH:18]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH2:19][C:20]([OH:22])=[O:21])[CH:16]=[N:17][C:13]=2[CH:12]=1)=[O:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6342Acetonitrile2×HCID 58653627HCID 58653627, compound

Product 1

HCID 11711059HCID 11711059, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Procedure

A solution of ethyl 3-{5-[(anilinocarbonyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate (491 mg, 1.14 mmol) in a mixture of hydrochloric acid (40 mL of a 5N solution) and acetonitrile (20 mL) was stirred at room temperature for 24 hours. Additional aliquotes of hydrochloric acid (20 mL of a 5N solution) and acetonitrile (10 mL) were then added, and stirring was continued for a further 72 hours. The solution was then evaporated in vacuo to afford the title compound, [LCMS (Method A, Mobile Phase I) RT=4.11 min, MH+ 401].

Workup

  1. stirringstirring
  2. waitwas continued for a further 72 hours
  3. customThe solution was then evaporated in vacuo

Sources & evidence

ORD record
ord-e350e84fe110483e963d374278ba3d57
Source dataset
uspto-grants-2011_08
Patent number
US08003806B2

Reaction notes

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