3-Chloro-4-hydroxybenzaldehyde → 3-Chloro-4-[((1S)-1-{6-[4-(trifluoromethyl)phenyl]-2-pyridinyl}pentyl)oxy]benzaldehyde

HRID 1391791Notes

Reaction equation

HRID 1391791 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:25]=[C:26]([CH:29]=[CH:30][C:31]=1O)[CH:27]=[O:28]>>[Cl:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][C:31]=1[O:20][C@H:15]([C:13]1[CH:12]=[CH:11][CH:10]=[C:9]([C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:21])([F:1])[F:22])=[CH:8][CH:7]=2)[N:14]=1)[CH2:16][CH2:17][CH2:18][CH3:19])[CH:27]=[O:28]

Participants

3

Reactant 2

HCID 170223-Chloro-4-hydroxybenzaldehydeHCID 69207951(1R)-1-{6-[4-(trifluoromethyl)phenyl]-2-pyridinyl}-1-pentanol

Product 1

HCID 586298343-Chloro-4-[((1S)-1-{6-[4-(trifluoromethyl)phenyl]-2-pyridinyl}pentyl)oxy]benzaldehydeYield 19.7%

Procedure

Prepared according to the procedure used to prepare Intermediate 103 from (1R)-1-{6-[4-(trifluoromethyl)phenyl]-2-pyridinyl}-1-pentanol (208 mg, 0.67 mmol) and 3-chloro-4-hydroxybenzaldehyde (141, 0.90 mmol) to afford the title compound (59 mg).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-7401ff7f4a914435964ef62950d66a4b
Source dataset
uspto-grants-2008_03
Patent number
US07338960B2

Reaction notes

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