(4-Chloro-3-fluorophenyl)(4-fluorophenyl)methanol → 3-[(4-Chloro-3-fluorophenyl)(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

HRID 561700Notes

Reaction equation

HRID 561700 reaction equation
[CH3:1][S:2][CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][CH:10]=[CH:9]2.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([CH:20]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)O)=[CH:16][C:15]=1[F:29].FC1C=CC(C(C2C=CC(F)=CC=2)C2C3C(=C(CSC)C=CC=3)NC=2)=CC=1>>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([CH:20]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[C:9]2[C:8]3[C:12](=[C:4]([CH2:3][S:2][CH3:1])[CH:5]=[CH:6][CH:7]=3)[NH:11][CH:10]=2)=[CH:16][C:15]=1[F:29]

Participants

4

Reactant 3

HCID 2757452(4-Chloro-3-fluorophenyl)(4-fluorophenyl)methanolHCID 583921273-[Bis(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 583921877-[(Methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583922423-[(4-Chloro-3-fluorophenyl)(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 750 mg (4.23 mmol) of the compound from Example 8A and 1.08 g (4.23 mmol) of the compound from Example 176A in analogy to the synthesis of the compound from Example 278. 460 mg (26% of theory) of the target compound were obtained.

Workup

  1. custom460 mg (26% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-23799dc416b248e98b523d39340a070e
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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