5-(Chloromethyl)-2-(trifluoromethyl)pyridine → (2-(S)-Pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-[4-(6-trifluoromethyl-pyridin-3-ylmethoxy)-phenyl]-methanone

HRID 642190Notes

Reaction equation

HRID 642190 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:14][CH2:13][CH2:12][C@H:11]2[CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[O:9])=[CH:4][CH:3]=1.Cl[CH2:22][C:23]1[CH:24]=[N:25][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:27][CH:28]=1>>[N:16]1([CH2:15][C@@H:11]2[CH2:12][CH2:13][CH2:14][N:10]2[C:8]([C:5]2[CH:6]=[CH:7][C:2]([O:1][CH2:22][C:23]3[CH:24]=[N:25][C:26]([C:29]([F:32])([F:30])[F:31])=[CH:27][CH:28]=3)=[CH:3][CH:4]=2)=[O:9])[CH2:17][CH2:18][CH2:19][CH2:20]1

Participants

3

Reactant 2

HCID 27738105-(Chloromethyl)-2-(trifluoromethyl)pyridineHCID 11960316(4-hydroxy-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

Product 1

HCID 11711729(2-(S)-Pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-[4-(6-trifluoromethyl-pyridin-3-ylmethoxy)-phenyl]-methanone

Procedure

The title compound is prepared in a manner substantially analogous to Procedure C using (4-Hydroxy-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone and 3-(chloromethyl)-6-(trifluoromethyl)pyridine. MS (ES+) 434.2

Sources & evidence

ORD record
ord-73ea064b5c584f4dae58acd77d2e1614
Source dataset
uspto-grants-2010_04
Patent number
US07696234B2

Reaction notes

Loading…