5-(4-(Trifluoromethyl)phenyl)oxazole → 4-(4-Trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindine

HRID 714056Notes

Reaction equation

HRID 714056 reaction equation
F[C:2]1[CH:3]=[C:4]([C:12]2[C:20]3[CH2:19][CH2:18][CH2:17][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(C2OC=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][CH2:17][C:16]=3[CH:15]=[N:14][CH:13]=2)=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 132684145-(4-(Trifluoromethyl)phenyl)oxazoleHCID 898462994-[3-fluoro-4-(trifluoromethyl)phenyl]-6,7-dihydro-5H-cyclopenta[c]pyridine

Product 1

HCID 898463084-(4-Trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindineYield 32%

Procedure

In analogy to the procedure described for the preparation of 4-(3-fluoro-4-trifluoromethyl-phenyl)-6,7-dihydro-5H-[2]pyrindine (intermediate A-14 [B], batch approach), replacing 5-(3-fluoro-4-(trifluoromethyl)phenyl)-oxazole with 5-(4-trifluoromethyl-phenyl)-oxazole (CAS[87150-14-9]). The title compound was obtained as a light brown oil in 32% yield. MS: 264.1 (M+H)+.

Sources & evidence

ORD record
ord-1ce009e69cd24730a21472edc7cf6427
Source dataset
uspto-grants-2015_11
Patent number
US09187429B2

Reaction notes

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