Methanesulfonyl chloride → (+)-(R)-N-(4-(2-Fluoro-4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl)methanesulfonamide

HRID 714089Notes

Reaction equation

HRID 714089 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[C:12]1[C:21]2[CH2:20][CH2:19][CH2:18][C@@H:17]([NH2:22])[C:16]=2[CH:15]=[N:14][CH:13]=1.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>>[F:1][C:2]1[CH:7]=[C:6]([C:8]([F:9])([F:11])[F:10])[CH:5]=[CH:4][C:3]=1[C:12]1[C:21]2[CH2:20][CH2:19][CH2:18][C@@H:17]([NH:22][S:24]([CH3:23])(=[O:26])=[O:25])[C:16]=2[CH:15]=[N:14][CH:13]=1

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 71811573(+)-(R)-4-(2-Fluoro-4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydroisoquinolin-8-amine

Product 1

HCID 71811572(+)-(R)-N-(4-(2-Fluoro-4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl)methanesulfonamideYield 60%

Procedure

In analogy to the procedure described for the preparation of example 2, (+)-(R)-4-(2-fluoro-4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydroisoquinolin-8-amine (example 74) and methanesulfonyl chloride gave the title compound as white solid in 60% yield. MS: 389.1 (M+H+).

Sources & evidence

ORD record
ord-4cc9dd7126ef4d0d961bb96949ff9130
Source dataset
uspto-grants-2015_11
Patent number
US09187429B2

Reaction notes

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