Hydrochloric Acid → HCID 58653640, compound

HRID 1676081Notes

Reaction equation

HRID 1676081 reaction equation
[NH:1]([C:8]([NH:10][C:11]1[CH:31]=[CH:30][C:14]2[N:15]([C@@H:18]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:19][C:20]([O:22]C)=[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>O1CCCC1>[NH:1]([C:8]([NH:10][C:11]1[CH:31]=[CH:30][C:14]2[N:15]([C@@H:18]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=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

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6342AcetonitrileHCID 58653685HCID 58653685, compound

Product 1

HCID 58653640HCID 58653640, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl (3R)-3-{5-[(anilinocarbonyl)amino]-1H-benzimidazol-1-yl}-3-phenylpropanoate (204 mg, 492 μmol) in a mixture of tetrahydrofuran (2 mL), acetonitrile (20 mL) and hydrochloric acid (50 mL of a 5N solution) was stirred at room temperature for 110 hours. The solution was evaporated in vacuo to afford the title compound, [LCMS (Method C, Mobile Phase I) RT=2.25 min, MH+ 401.34].

Workup

  1. customThe solution was evaporated in vacuo

Sources & evidence

ORD record
ord-74291e88f3b447d38d5a606e68cc9ac5
Source dataset
uspto-grants-2011_08
Patent number
US08003806B2

Reaction notes

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