3-[(4-Chlorophenyl)(cyclopropyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole → 3-[Cyclopropyl(2,4-difluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

HRID 561660Notes

Reaction equation

HRID 561660 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.[CH:13]1([CH:16]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=2[F:25])O)[CH2:15][CH2:14]1.ClC1C=CC(C(C2CC2)C2C3C(=C(CSC)C=CC=3)NC=2)=CC=1>>[CH:13]1([CH:16]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=2[F:25])[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)[CH2:14][CH2:15]1

Participants

4

Reactant 3

HCID 583921383-[(4-Chlorophenyl)(cyclopropyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indoleHCID 583921877-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392431alpha-Cyclopropyl-2,4-difluorobenZenemethanol

Product 1

HCID 583921193-[Cyclopropyl(2,4-difluorophenyl)methyl]-7-[(methylsulfanyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 300 mg (1.69 mmol) of the compound from Example 8A and 312 mg (1.69 mmol) of the compound from Example 154A in analogy to the synthesis of the compound from Example 227. 170 mg (29% of theory) of the target compound were obtained.

Workup

  1. custom170 mg (29% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-a6a36d496a234b5b8b874757add7699e
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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