2-Chloro-4-hydroxybenzaldehyde → 2-Chloro-4-[((1S)-1-{6-[4-(trifluoromethyl)phenyl]-2-pyridinyl}pentyl)oxy]benzaldehyde

HRID 1391790Notes

Reaction equation

HRID 1391790 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[C:13]([C@H:15]([OH:20])[CH2:16][CH2:17][CH2:18][CH3:19])[CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[Cl:23][C:24]1[CH:31]=[C:30](O)[CH:29]=[CH:28][C:25]=1[CH:26]=[O:27]>>[Cl:23][C:24]1[CH:31]=[C:30]([O:20][C@H:15]([C:13]2[CH:12]=[CH:11][CH:10]=[C:9]([C:6]3[CH:5]=[CH:4][C:3]([C:2]([F:21])([F:1])[F:22])=[CH:8][CH:7]=3)[N:14]=2)[CH2:16][CH2:17][CH2:18][CH3:19])[CH:29]=[CH:28][C:25]=1[CH:26]=[O:27]

Participants

3

Reactant 2

HCID 1853632-Chloro-4-hydroxybenzaldehydeHCID 69207951(1R)-1-{6-[4-(trifluoromethyl)phenyl]-2-pyridinyl}-1-pentanol

Product 1

HCID 586298492-Chloro-4-[((1S)-1-{6-[4-(trifluoromethyl)phenyl]-2-pyridinyl}pentyl)oxy]benzaldehydeYield 35%

Procedure

Prepared according to the procedure used to prepare Intermediate 103 starting from (1R)-1-{6-[4-(trifluoromethyl)phenyl]-2-pyridinyl}-1-pentanol (202 mg, 0.65 mmol) and 2-chloro-4-hydroxybenzaldehyde (140, 0.89 mmol) to afford the title compound (102 mg).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-59907b73bcad46d1aca11c5beb3ed79f
Source dataset
uspto-grants-2008_03
Patent number
US07338960B2

Reaction notes

Loading…