Pyrrolidine → 2-(1-Pyrrolidinyl)-6-(trifluoromethyl)-3-pyridinecarbonitrile

HRID 1512344Notes

Reaction equation

HRID 1512344 reaction equation
Cl[C:2]1[N:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1>>[N:14]1([C:2]2[N:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:3]=2[C:4]#[N:5])[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 27784132-Chloro-6-(trifluoromethyl)nicotinonitrile

Product 1

HCID 102637092-(1-Pyrrolidinyl)-6-(trifluoromethyl)-3-pyridinecarbonitrileYield 67%

Procedure

Prepared in 67% yield from 2-chloro-6-trifluoromethyl-nicotinonitrile and pyrrolidine according to the procedure described for Example 178A. MS (ESI+) m/z 242.9 (M+H)+; 1H NMR (DMSO-d6) δ 1.92-1.97 (m, 4H), 3.67-3.72 (m, 4H), 7.07 (d, J=7.8 Hz, 1H), 8.22 (d, J=7.8 Hz, 1H).

Sources & evidence

ORD record
ord-7a8ffa04378f4e22a8b80a0926a1a37f
Source dataset
uspto-grants-2012_07
Patent number
US08217067B2

Reaction notes

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