2-Butanamine, (S)- → HCID 178456040, compound

HRID 578987Notes

Reaction equation

HRID 578987 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[N:11][N:12]([C:15]3[CH:23]=[CH:22][C:18]([C:19](O)=[O:20])=[CH:17][N:16]=3)[C:13]=2[OH:14])=[C:5]([CH3:24])[CH:4]=1)#[N:2].[CH3:25][C@H:26]([NH2:29])[CH2:27][CH3:28]>>[C@@H:26]([NH:29][C:19](=[O:20])[C:18]1[CH:22]=[CH:23][C:15]([N:12]2[C:13]([OH:14])=[C:9]([C:6]3[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][C:5]=3[CH3:24])[CH:10]=[N:11]2)=[N:16][CH:17]=1)([CH2:27][CH3:28])[CH3:25]

Participants

3

Reactant 2

HCID 67137532-Butanamine, (S)-HCID 178426451HCID 178426451, compound

Product 1

HCID 178456040HCID 178456040, compound

Procedure

The title compound was prepared in a manner similar to Example 112 using 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and (S)-butan-2-amine 1H NMR (400 MHz, DMSO-d6) δ ppm 0.90 (t, J=7.33 Hz, 3 H) 1.17 (d, J=6.57 Hz, 3 H) 1.46-1.63 (m, 2 H) 2.44 (s, 3 H) 3.95 (dt, J=13.83, 7.11 Hz, 1 H) 7.67 (dd, J=8.08, 1.26 Hz, 1 H) 7.74 (s, 1 H) 7.78 (br. s., 1 H) 8.17 (br. s., 1 H) 8.32-8.58 (m, 3 H) 8.87-8.95 (m, 1 H) 13.18 (br. s., 1 H). MS m/z [M+H]+ 376.2.

Sources & evidence

ORD record
ord-c071cdd9c145432486876b0690c38d60
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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