4-Chloro-alpha-cyclopropylbenzenemethanol → 3-[(4-Chlorophenyl)(cyclopropyl)methyl]-6-fluoro-7-[(methylsulfanyl)methyl]-1H-indole

HRID 561666Notes

Reaction equation

HRID 561666 reaction equation
[F:1][C:2]1[C:10]([CH2:11][S:12][CH3:13])=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[CH:14]1([CH:17]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)O)[CH2:16][CH2:15]1.ClC1C=C(F)C=CC=1C(C1CC1)C1C2C(=C(CSC)C(F)=CC=2)NC=1>>[Cl:25][C:22]1[CH:23]=[CH:24][C:19]([CH:17]([CH:14]2[CH2:15][CH2:16]2)[C:6]2[C:5]3[C:9](=[C:10]([CH2:11][S:12][CH3:13])[C:2]([F:1])=[CH:3][CH:4]=3)[NH:8][CH:7]=2)=[CH:20][CH:21]=1

Participants

4

Reactant 3

HCID 866794-Chloro-alpha-cyclopropylbenzenemethanolHCID 583922596-Fluoro-7-[(methylsulfanyl)methyl]-1H-indoleHCID 583924123-[(2-Chloro-4-fluorophenyl)(cyclopropyl)methyl]-6-fluoro-7-[(methylsulfanyl)methyl]-1H-indole

Product 1

HCID 583923763-[(4-Chlorophenyl)(cyclopropyl)methyl]-6-fluoro-7-[(methylsulfanyl)methyl]-1H-indole

Procedure

The title compound was prepared starting from 500 mg (2.56 mmol) of the compound from Example 9A and 468 mg (2.56 mmol) of the compound from Example 153A in analogy to the synthesis of the compound from Example 233. 411 mg (44% of theory) of the target compound were obtained.

Workup

  1. custom411 mg (44% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-2239be35a4a0473888e3f35ed2732490
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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