HCID 57937544, compound → Methyl 3-hydroxy-5-[5-(5-methyl-1,3,4-oxadiazol-2-yl)-1H-benzimidazol-1-yl]-2-thiophenecarboxylate

HRID 1435138Notes

Reaction equation

HRID 1435138 reaction equation
ClC1C=CC=CC=1[C@H]([O:10][C:11]1[CH:15]=[C:14]([N:16]2[C:20]3[CH:21]=[CH:22][C:23]([C:25]4[O:26][C:27]([CH3:30])=[N:28][N:29]=4)=[CH:24][C:19]=3[N:18]=[CH:17]2)[S:13][C:12]=1[C:31]([O:33][CH3:34])=[O:32])C.ClC1C(O)=CC=CC=1[C@H](OC1C=C(N2C3C=C(C#N)C=CC=3N=C2)SC=1C(OC)=O)C>>[OH:10][C:11]1[CH:15]=[C:14]([N:16]2[C:20]3[CH:21]=[CH:22][C:23]([C:25]4[O:26][C:27]([CH3:30])=[N:28][N:29]=4)=[CH:24][C:19]=3[N:18]=[CH:17]2)[S:13][C:12]=1[C:31]([O:33][CH3:34])=[O:32]

Participants

3

Reactant 2

HCID 57937544HCID 57937544, compoundHCID 68565973methyl 3-[(1R)-1-(2-chloro-3-hydroxyphenyl)ethoxy]-5-(6-cyano-1H-benzimidazol-1-yl)thiophene-2-carboxylate

Product 1

HCID 57937502Methyl 3-hydroxy-5-[5-(5-methyl-1,3,4-oxadiazol-2-yl)-1H-benzimidazol-1-yl]-2-thiophenecarboxylateYield 81.9%

Procedure

The title compound was prepared from methyl 3-{[(1R)-1-(2-chlorophenyl) ethyl]oxy}-5-[5-(5-methyl-1,3,4-oxadiazol-2-yl)-1H-benzimidazol-1-yl]-2-thiophenecarboxylate (139 mg) using a procedure analogous to Intermediate 3, Step D to give 82.0 mg of the desired product. MS (ESI): 357 [M+H]+.

Sources & evidence

ORD record
ord-dc46d7c7336c4875b752f60ecfd8f67d
Source dataset
uspto-grants-2009_11
Patent number
US07615643B2

Reaction notes

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