5-Fluoro-2-(methylthio)benzo[d]thiazole-6-carbonitrile → (4,7-Difluoro-2-(methylthio)benzo[d]thiazol-6-yl)methanamine

HRID 1848201Notes

Reaction equation

HRID 1848201 reaction equation
[F:1][C:2]1[C:7]2[N:8]=[C:9]([S:11][CH3:12])[S:10][C:6]=2[C:5]([F:13])=[C:4]([C:14]#[N:15])[CH:3]=1.FC1C(C#N)=CC2SC(SC)=NC=2C=1>>[F:1][C:2]1[C:7]2[N:8]=[C:9]([S:11][CH3:12])[S:10][C:6]=2[C:5]([F:13])=[C:4]([CH2:14][NH2:15])[CH:3]=1

Participants

3

Reactant 2

HCID 866811685-Fluoro-2-(methylthio)benzo[d]thiazole-6-carbonitrileHCID 866811724,7-Difluoro-2-(methylthio)benzo[d]thiazole-6-carbonitrile

Product 1

HCID 86681175(4,7-Difluoro-2-(methylthio)benzo[d]thiazol-6-yl)methanamine

Procedure

(4,7-Difluoro-2-(methylthio)benzo[d]thiazol-6-yl)methanamine was synthesized as a clear oil (646 mg, 64%) using a procedure analogous to that described in Step 3 of Example 154, substituting 4,7-difluoro-2-(methylthio)benzo[d]thiazole-6-carbonitrile from the previous step for 5-fluoro-2-(methylthio)benzo[d]thiazole-6-carbonitrile used in Example 154. LCMS (ESI) m/z 247 (M+H)+.

Sources & evidence

ORD record
ord-49b402b7a0034b97a2561bee2e960344
Source dataset
uspto-grants-2015_02
Patent number
US08952058B2

Reaction notes

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