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

HRID 561710Notes

Reaction equation

HRID 561710 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.[Cl: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>>[Cl: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)[C:5]2[C:4]3[C:8](=[C:9]([CH2:11][S:12][CH3:13])[CH:10]=[C:2]([F:1])[CH:3]=3)[NH:7][CH:6]=2)=[C:17]([CH3:30])[CH:16]=1

Participants

4

Reactant 3

HCID 58392095(4-Chloro-2-methylphenyl)(4-fluorophenyl)methanolHCID 583921273-[Bis(4-fluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 583922275-Fluoro-7-[(methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583922213-[(4-Chloro-2-methylphenyl)(4-fluorophenyl)methyl]-5-fluoro-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 706 mg (2.56 mmol) of the compound from Example 83A in analogy to the synthesis of the compound from Example 278. A difference was that stirring at 80° C. was for only 4 h. 616 mg (56% of theory) of the target compound were obtained.

Workup

  1. custom616 mg (56% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-80838b15ecb2421eb1318190daec9277
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

Loading…