(R)-1-(methylthio)propan-2-amine → (R)-4-Chloro-1-(1-(methylthio)propan-2-yl)-1H-indole-5-carbonitrile

HRID 1851127Notes

Reaction equation

HRID 1851127 reaction equation
[Cl:1][C:2]1[C:9]([C:10]#[C:11][Si](C)(C)C)=[C:8](F)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH3:17][S:18][CH2:19][C@H:20]([NH2:22])[CH3:21]>>[Cl:1][C:2]1[C:3]([C:4]#[N:5])=[CH:6][CH:7]=[C:8]2[C:9]=1[CH:10]=[CH:11][N:22]2[C@H:20]([CH3:21])[CH2:19][S:18][CH3:17]

Participants

3

Reactant 2

HCID 57886830(R)-1-(methylthio)propan-2-amineHCID 86709177HCID 86709177, compound

Product 1

HCID 86709183(R)-4-Chloro-1-(1-(methylthio)propan-2-yl)-1H-indole-5-carbonitrile

Procedure

Synthesized in a manner similar to Example 36 using 2-chloro-4-fluoro-3-((trimethylsilyl)ethynyl)benzonitrile (Example 32B) and (R)-1-(methylthio)propan-2-amine (Example 27C): MS (ESI): m/z 265 (M+H).

Sources & evidence

ORD record
ord-64cdae85ac9348b1b26f6c77b6fd5d8c
Source dataset
uspto-grants-2015_02
Patent number
US08957104B2

Reaction notes

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