4-(3-Fluoro-4-trifluoromethyl-phenyl)-5,6-dihydro-[2]pyrindin-7-one → 4-(4-Trifluoromethyl-phenyl)-5,6-dihydro-[2]pyrindin-7-one

HRID 714057Notes

Reaction equation

HRID 714057 reaction equation
F[C:2]1[CH:3]=[C:4]([C:12]2[C:20]3[CH2:19][CH2:18][C:17](=[O:21])[C:16]=3[CH:15]=[N:14][CH:13]=2)[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].FC(F)(F)C1C=CC(C2C3CCCC=3C=NC=2)=CC=1>>[F:11][C:8]([F:9])([F:10])[C:7]1[CH:2]=[CH:3][C:4]([C:12]2[C:20]3[CH2:19][CH2:18][C:17](=[O:21])[C:16]=3[CH:15]=[N:14][CH:13]=2)=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 898462884-(3-Fluoro-4-trifluoromethyl-phenyl)-5,6-dihydro-[2]pyrindin-7-oneHCID 898463084-(4-Trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindine

Product 1

HCID 898461684-(4-Trifluoromethyl-phenyl)-5,6-dihydro-[2]pyrindin-7-oneYield 24%

Procedure

In analogy to the procedure described for the preparation of 4-(3-fluoro-4-trifluoromethyl-phenyl)-5,6-dihydro-[2]pyrindin-7-one (intermediate A-14 [C1]), replacing 4-(3-fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindine with 4-(4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindine. The title compound was obtained as a light brown oil in 24% yield. MS: 278.1 (M+H+).

Sources & evidence

ORD record
ord-3ec7481f8f634253aaf8f5182546f799
Source dataset
uspto-grants-2015_11
Patent number
US09187429B2

Reaction notes

Loading…