m-Chlorophenylhydrazine hydrochloride → 3-(3-Bromo-4-fluoro-phenylsulfanyl)-6-chloro-2-methyl-1H-indole

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]([S:9][CH2:10][C:11](=O)[CH3:12])[CH:5]=[CH:6][C:7]=1[F:8].Cl.[Cl:15][C:16]1[CH:17]=[C:18]([NH:22]N)[CH:19]=[CH:20][CH:21]=1>>[Br:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[C:19]3[C:18](=[CH:17][C:16]([Cl:15])=[CH:21][CH:20]=3)[NH:22][C:11]=2[CH3:12])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

Reactant 2

HCID 75331m-Chlorophenylhydrazine hydrochloride

HCID 667645651-(3-Bromo-4-fluorophenylthio)propan-2-one

Product 1

HCID 667655263-(3-Bromo-4-fluoro-phenylsulfanyl)-6-chloro-2-methyl-1H-indole

Procedure

Prepared according to the procedure described in Example 2, Step 1, using the following starting materials: 1-(3-Bromo-4-fluoro-phenylsulfanyl)-propan-2-one and 3-chlorophenylhydrazine hydrochloride.

Workup

customPrepared

Sources & evidence

ORD record: ord-3c86906e8d91432b8380e1d0107489f1
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09000025B2

Reaction notes

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