3,3,3-Trifluoropropionyl chloride → rac-3,3,3-Trifluoro-propionic acid (1R*,5R*,6R*)-6-(2-{[3-(4-methoxy-1H-benzoimidazol-2-yl)-propyl]-methyl-amino}-ethyl)-8-phenyl-bicyclo[3.2.2]non-8-en-6-yl ester

HRID 220309Notes

Reaction equation

HRID 220309 reaction equation
[F:1][C:2]([F:8])([F:7])[CH2:3][C:4](Cl)=[O:5].[CH3:9][O:10][C:11]1[C:19]2[N:18]=[C:17]([CH2:20][CH2:21][CH2:22][N:23]([CH3:42])[CH2:24][CH2:25][C:26]3([OH:41])[CH2:32][CH:31]4[C:33]([C:35]5[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=5)=[CH:34][CH:27]3[CH2:28][CH2:29][CH2:30]4)[NH:16][C:15]=2[CH:14]=[CH:13][CH:12]=1>>[CH3:9][O:10][C:11]1[C:19]2[N:18]=[C:17]([CH2:20][CH2:21][CH2:22][N:23]([CH3:42])[CH2:24][CH2:25][C@:26]3([O:41][C:4](=[O:5])[CH2:3][C:2]([F:8])([F:7])[F:1])[CH2:32][C@@H:31]4[C:33]([C:35]5[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=5)=[CH:34][C@H:27]3[CH2:28][CH2:29][CH2:30]4)[NH:16][C:15]=2[CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 27833433,3,3-Trifluoropropionyl chlorideHCID 68413373rac-(1R*,5R*,6R*)-6-(2-{[3-(4-methoxy-1H-benzoimidazol-2-yl)-propyl]-methyl-amino}-ethyl)-8-phenyl-bicyclo[3.2.2]non-8-en-6-ol

Product 1

HCID 91573175rac-3,3,3-Trifluoro-propionic acid (1R*,5R*,6R*)-6-(2-{[3-(4-methoxy-1H-benzoimidazol-2-yl)-propyl]-methyl-amino}-ethyl)-8-phenyl-bicyclo[3.2.2]non-8-en-6-yl ester

Procedure

Prepared according to procedure P1.4 in Example 1A using 3,3,3-trifluoropropionyl chloride and rac-(1R*,5R*,6R*)-6-(2-{[3-(4-methoxy-1H-benzoimidazol-2-yl)-propyl]-methyl-amino}-ethyl)-8-phenyl-bicyclo[3.2.2]non-8-en-6-ol.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1550fa7211ef471fa375c38bae2e077a
Source dataset
uspto-grants-2012_06
Patent number
US08202885B2

Reaction notes

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