6-Chloropyridine-2-carbonitrile → HCID 44629396, compound

HRID 2189490Notes

Reaction equation

HRID 2189490 reaction equation
C1([NH:4][C:5]([C:7]2[N:12]=[C:11]([C:13]3[CH2:14][CH2:15][N:16]([S:19]([C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=4)(=[O:21])=[O:20])[CH2:17][CH:18]=3)[CH:10]=[CH:9][CH:8]=2)=O)CC1.ClC1C=CC=C(C#N)N=1>>[F:30][C:28]([F:29])([F:31])[C:24]1[CH:23]=[C:22]([S:19]([N:16]2[CH2:15][CH:14]=[C:13]([C:11]3[CH:10]=[CH:9][CH:8]=[C:7]([C:5]#[N:4])[N:12]=3)[CH2:18][CH2:17]2)(=[O:21])=[O:20])[CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 1184246-Chloropyridine-2-carbonitrileHCID 44628831HCID 44628831, compound

Product 1

HCID 44629396HCID 44629396, compound

Procedure

1′-(3-Trifluoromethylbenzenesulfonyl)-1′,2′,3′,6′-tetrahydro-[2,4′]bipyridinyl-6-carbonitrile (32) was synthesized similarly to compound 7 in Example 1 starting with 2-chloro-6-cyanopyridine (22) instead of compound 1. 1H NMR (400 MHz, CD3OD): δ 8.15 (d, 1H, J=8.4 Hz), 8.12 (s, 1H), 8.00 (d, 1H, J=7.6 Hz), 7.92 (m, 1H), 7.86 (m, 1H), 7.80 (m, 1H), 7.70 (m, 1H), 6.76 (m, 1H), 3.93 (m, 2H), 3.43 (m, 2H), 2.73 (m, 2H); MS: 394 (M+H+).

Sources & evidence

ORD record
ord-a1d6b0dab9d54fb7bd0bbbdf47e423bb
Source dataset
uspto-grants-2012_12
Patent number
US08324249B2

Reaction notes

Loading…