(rac)-Cyclopropanesulfonic acid [4-(3-fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-yl]-amide → (rac)-Cyclopropanesulfonic acid [4-(4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-yl]-amide

HRID 714102Notes

Reaction equation

HRID 714102 reaction equation
F[C:2]1[CH:3]=[C:4]([C:12]2[C:20]3[CH2:19][CH2:18][CH:17]([NH:21][S:22]([CH:25]4[CH2:27][CH2:26]4)(=[O:24])=[O:23])[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(N)C=3C=NC=2)=CC=1>>[F:11][C:8]([F:9])([F:10])[C:7]1[CH:6]=[CH:5][C:4]([C:12]2[C:20]3[CH2:19][CH2:18][CH:17]([NH:21][S:22]([CH:25]4[CH2:27][CH2:26]4)(=[O:23])=[O:24])[C:16]=3[CH:15]=[N:14][CH:13]=2)=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 71811527(rac)-Cyclopropanesulfonic acid [4-(3-fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-yl]-amideHCID 89846378(rac)-4-(4-Trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-ylamine

Product 1

HCID 71811494(rac)-Cyclopropanesulfonic acid [4-(4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-yl]-amideYield 4%

Procedure

In analogy to the procedure described for the preparation of (rac)-cyclopropanesulfonic acid [4-(3-fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-yl]-amide (example 91), replacing (rac)-4-(3-fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-ylamine with (rac)-4-(4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindin-7-ylamine (example 93). The title compound was obtained as a light brown oil in 4% yield. MS: 383.4 (M+H)+.

Sources & evidence

ORD record
ord-a0a9fb8dc60c403185435d7cf7c90c17
Source dataset
uspto-grants-2015_11
Patent number
US09187429B2

Reaction notes

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