3-[Bis(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole → 5-Fluoro-3-[(4-fluoro-2-methylphenyl)(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

HRID 561709Notes

Reaction equation

HRID 561709 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH2:11][S:12][CH3:13])[CH:10]=1)[NH:7][CH:6]=[CH:5]2.[F:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)O)=[C:17]([CH3:30])[CH:16]=1.FC1C=CC(C(C2C=CC(F)=CC=2)C2C3C(=C(CSC)C=CC=3)NC=2)=CC=1>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH2:11][S:12][CH3:13])[CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:21]([C:18]1[CH:19]=[CH:20][C:15]([F:14])=[CH:16][C:17]=1[CH3:30])[C:23]1[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 583921273-[Bis(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 58392149(4-Fluoro-2-methylphenyl)(4-fluorophenyl)methanolHCID 583922275-Fluoro-7-[(methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583922205-Fluoro-3-[(4-fluoro-2-methylphenyl)(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

Conditions

Temperature
80 °C

Procedure

The title compound was prepared starting from 500 mg (2.56 mmol) of the compound from Example 11A and 733 mg (2.56 mmol) of the compound from Example 82A in analogy to the synthesis of the compound from Example 278. A difference was that stirring at 80° C. was for only 4 h. 428 mg (39% of theory) of the target compound were obtained.

Workup

  1. custom428 mg (39% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-509fd0276c924687a3c4d8e28608265c
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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