4-Methoxybenzyl alcohol → 1-(3-chloro-benzyl)-5,6-difluoro-2-[2-(4-methoxy-benzyloxy)-pyridin-3-yl]-1H-benzoimidazole

HRID 1875739Notes

Reaction equation

HRID 1875739 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:32]=[CH:33][CH:34]=1)[CH2:5][N:6]1[C:10]2[CH:11]=[C:12]([F:16])[C:13]([F:15])=[CH:14][C:9]=2[N:8]=[C:7]1[C:17]1[C:18]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2Cl)=[N:19][CH:20]=[CH:21][CH:22]=1.[CH3:35][O:36]C1C=CC(CO)=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:32]=[CH:33][CH:34]=1)[CH2:5][N:6]1[C:10]2[CH:11]=[C:12]([F:16])[C:13]([F:15])=[CH:14][C:9]=2[N:8]=[C:7]1[C:17]1[C:18]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([O:36][CH3:35])=[CH:27][CH:26]=2)=[N:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 77384-Methoxybenzyl alcoholHCID 510394691-(3-Chloro-benzyl)-2-[2-(2-chloro-benzyloxy)-pyridin-3-yl]-5,6-difluoro-1H-benzoimidazole

Product 1

HCID 670499571-(3-chloro-benzyl)-5,6-difluoro-2-[2-(4-methoxy-benzyloxy)-pyridin-3-yl]-1H-benzoimidazole

Procedure

The title compound was prepared in analogy to Example 5, intermediate c, from 1-(3-chloro-benzyl)-2-(2-chloro-pyridin-3-yl)-5,6-difluoro-1H-benzoimidazole (Example 11, intermediate) and (4-methoxy-phenyl)-methanol (CAS Reg. No. 105-13-5). Off-white powder (87%). MS (Turbo Spray): m/z=492.3 (M+H).

Sources & evidence

ORD record
ord-88dfc1d5e3d7447da88032a3e6c42f39
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

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