4-Bromo-1,1,1-trifluorobutane → (2-(S)-Pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-[4-(4,4,4-trifluoro-butoxy)-phenyl]-methanone

HRID 552586Notes

Reaction equation

HRID 552586 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.Br[CH2:22][CH2:23][CH2:24][C:25]([F:28])([F:27])[F:26]>>[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][CH2:23][CH2:24][C:25]([F:28])([F:27])[F:26])=[CH:3][CH:4]=2)=[O:9])[CH2:17][CH2:18][CH2:19][CH2:20]1

Participants

3

Reactant 2

HCID 5210064-Bromo-1,1,1-trifluorobutaneHCID 11960316(4-hydroxy-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

Product 1

HCID 11960424(2-(S)-Pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-[4-(4,4,4-trifluoro-butoxy)-phenyl]-methanone

Procedure

The title compound is prepared in a manner substantially analogous to Procedure E except the reaction mixture is stirred at room temperature overnight starting from (4-hydroxy-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone and 1-bromo-4,4,4-trifluorobutane. MS (ES+) 385.2.

Sources & evidence

ORD record
ord-2a92b8d74c6e4c7dbc9e0164db651fa0
Source dataset
uspto-grants-2011_05
Patent number
US07951826B2

Reaction notes

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