6-Chloro-N-((4-methoxyphenyl)methyl)-5-(trifluoromethyl)-3-pyridinamine → 5-Amino-3-(difluoromethyl)picolinonitrile

HRID 515807Notes

Reaction equation

HRID 515807 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([NH:8]CC2C=CC(OC)=CC=2)=[CH:4][C:3]=1[C:18]([F:21])([F:20])F.BrC1C=C(C(F)F)[C:26](Cl)=[N:27]C=1>>[NH2:8][C:5]1[CH:4]=[C:3]([CH:18]([F:20])[F:21])[C:2]([C:26]#[N:27])=[N:7][CH:6]=1

Participants

3

Reactant 2

HCID 250200336-Chloro-N-((4-methoxyphenyl)methyl)-5-(trifluoromethyl)-3-pyridinamineHCID 606230165-Bromo-2-chloro-3-(difluoromethyl)pyridine

Product 1

HCID 673749945-Amino-3-(difluoromethyl)picolinonitrile

Procedure

The title compound was synthesized as described in Intermediate 1 (Steps 3-5) using 5-bromo-2-chloro-3-(difluoromethyl)pyridine as the starting material. 1H NMR (400 MHz, DMSO-d6) δ 8.09 (d, 1H), 7.28-7.01 (m, 2H), 6.80 (s, 2H). LCMS [M+H]+ 170.1.

Sources & evidence

ORD record
ord-2ee99f1fbd044d36871fec9aadfb762f
Source dataset
uspto-grants-2015_08
Patent number
US09108944B2

Reaction notes

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