Acetic Acid → (+)-(R)-N-(4-(2-Fluoro-4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl)acetamide

HRID 714088Notes

Reaction equation

HRID 714088 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.[C:23](O)(=[O:25])[CH3:24]>>[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][C:23](=[O:25])[CH3:24])[C:16]=2[CH:15]=[N:14][CH:13]=1

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 71811573(+)-(R)-4-(2-Fluoro-4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydroisoquinolin-8-amine

Product 1

HCID 71811571(+)-(R)-N-(4-(2-Fluoro-4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydroisoquinolin-8-yl)acetamideYield 90%

Procedure

In analogy to the procedure described for the preparation of intermediate A-4 [D], (+)-(R)-4-(2-fluoro-4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydroisoquinolin-8-amine (example 74) and acetic acid gave the title compound as off-white amorphous solid in 90% yield. MS: 353.1 (M+H+).

Sources & evidence

ORD record
ord-997274724d804e6c9af73a33952d2779
Source dataset
uspto-grants-2015_11
Patent number
US09187429B2

Reaction notes

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