2-(Chloromethyl)-5-cyclopropyl-1,3,4-thiadiazole → 4-Chloro-1-[(5-cyclopropyl-1,3,4-thiadiazol-2-yl)methyl]-2-(difluoromethyl)-1H-indole-5-carbonitrile

HRID 913422Notes

Reaction equation

HRID 913422 reaction equation
[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH:13]([F:15])[F:14])[NH:6]2.Cl[CH2:17][C:18]1[S:19][C:20]([CH:23]2[CH2:25][CH2:24]2)=[N:21][N:22]=1>>[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH:13]([F:14])[F:15])[N:6]2[CH2:17][C:18]1[S:19][C:20]([CH:23]2[CH2:25][CH2:24]2)=[N:21][N:22]=1

Participants

3

Reactant 2

HCID 27576792-(Chloromethyl)-5-cyclopropyl-1,3,4-thiadiazoleHCID 249856324-chloro-2-(difluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 249859714-Chloro-1-[(5-cyclopropyl-1,3,4-thiadiazol-2-yl)methyl]-2-(difluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 39 from 4-chloro-2-(difluoromethyl)-1H-indole-5-carbonitrile and 2-(chloromethyl)-5-cyclopropyl-1,3,4-thiadiazole: MS (ESI) m/z 365 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-6dcdf7c91a8441e59087840a8a8257f9
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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