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

HRID 714101Notes

Reaction equation

HRID 714101 reaction equation
F[C:2]1[CH:3]=[C:4]([C:12]2[C:20]3[CH2:19][CH2:18][CH:17]([NH2:21])[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(C2C3CCC(=O)C=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][CH:17]([NH2:21])[C:16]=3[CH:15]=[N:14][CH:13]=2)=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 71811529(rac)-4-(3-Fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-ylamineHCID 898461684-(4-Trifluoromethyl-phenyl)-5,6-dihydro-[2]pyrindin-7-one

Product 1

HCID 89846378(rac)-4-(4-Trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-ylamineYield 49%

Procedure

In analogy to the procedure described for the preparation of (rac)-4-(3-fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-ylamine (example 89), replacing 4-(3-fluoro-4-trifluoromethyl-phenyl)-5,6-dihydro-[2]pyrindin-7-one with 4-(4-trifluoromethyl-phenyl)-5,6-dihydro-[2]pyrindin-7-one (intermediate A-15). The title compound was obtained as a light brown oil in 49% yield. MS: 279.5 (M+H)+.

Sources & evidence

ORD record
ord-0d754d5d70e043c881d5ef523f4df00a
Source dataset
uspto-grants-2015_11
Patent number
US09187429B2

Reaction notes

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