HCID 66735621, compound → HCID 11639903, compound

HRID 75912Notes

Reaction equation

HRID 75912 reaction equation
[CH:1]1([C:4]2[NH:8][N:7]=[C:6]([NH:9][C:10]3[C:17]([F:18])=[CH:16][C:13]([C:14]#[N:15])=[C:12](F)[N:11]=3)[CH:5]=2)[CH2:3][CH2:2]1.[F:20][C:21]1[C:22]([C@@H:28]([NH2:30])[CH3:29])=[N:23][CH:24]=[C:25]([F:27])[CH:26]=1>>[CH:1]1([C:4]2[NH:8][N:7]=[C:6]([NH:9][C:10]3[C:17]([F:18])=[CH:16][C:13]([C:14]#[N:15])=[C:12]([NH:30][C@H:28]([C:22]4[C:21]([F:20])=[CH:26][C:25]([F:27])=[CH:24][N:23]=4)[CH3:29])[N:11]=3)[CH:5]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 66735621HCID 66735621, compoundHCID 674265316-(5-cyclopropyl-1H-pyrazol-3-ylamino)-2,5-difluoronicotinonitrile

Product 1

HCID 11639903HCID 11639903, compound

Procedure

Following a similar procedure to the synthesis of Example 1, the title compound was synthesized from 6-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]-2,5-difluoronicotinonitrile (Method 32) and (S)-1-(3,5-difluoropyridin-2-yl)ethanamine (Method 50). 1H NMR (400 MHz) δ 0.68 (m, 2H), 0.95 (m, 2H), 1.45 (d, J=6 Hz, 3H), 1.87 (m, 1H), 5.48 (m, 1H), 6.19 (s, 1H), 6.69 (m, 1H), 7.63 (d, 1H), 7.98 (m, 1H), 8.51 (s, 1H), 9.58 (s, 1H), 12.15 (s, 1H). MS: Calcd.: 399. Found: [M+H]+ 400.

Workup

  1. customto the synthesis of Example 1

Sources & evidence

ORD record
ord-d17b91d253024f22afac4735e6d3e85c
Source dataset
uspto-grants-2014_09
Patent number
US08835465B2

Reaction notes

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