4-methoxybutan-2-amine → HCID 178495075, compound

HRID 526481Notes

Reaction equation

HRID 526481 reaction equation
[OH:1][C:2]1[N:6]([C:7]2[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][N:8]=2)[N:5]=[CH:4][C:3]=1[C:16]1[CH:21]=[CH:20][N:19]=[C:18]([O:22][CH3:23])[CH:17]=1.[CH3:24][O:25][CH2:26][CH2:27][CH:28]([NH2:30])[CH3:29]>>[OH:1][C:2]1[N:6]([C:7]2[CH:15]=[CH:14][C:10]([C:11]([NH:30][CH:28]([CH2:27][CH2:26][O:25][CH3:24])[CH3:29])=[O:13])=[CH:9][N:8]=2)[N:5]=[CH:4][C:3]=1[C:16]1[CH:21]=[CH:20][N:19]=[C:18]([O:22][CH3:23])[CH:17]=1

Participants

3

Reactant 2

HCID 178564404-methoxybutan-2-amineHCID 178487655HCID 178487655, compound

Product 1

HCID 178495075HCID 178495075, compound

Procedure

The title compound was prepared in a manner similar to Example 112 using 6-(5-hydroxy-4-(2-methoxypyridin-4-yl)-1H-pyrazol-1-yl)nicotinic acid and 4-methoxybutan-2-amine. 1H NMR (400 MHz, methanol-d4) δ ppm 1.28 (d, J=6.32 Hz, 3H) 1.86 (dd, J=6.95, 5.43 Hz, 2H) 3.33 (s, 3H) 3.44-3.57 (m, 2H) 4.18 (s, 3H) 4.22-4.34 (m, 1H) 7.77 (d, J=5.31 Hz, 1H) 7.86 (s, 1H) 8.04 (d, J=6.57 Hz, 1H) 8.44 (br. s., 3H) 8.68-9.15 (m, 1H). MS m/z [M+H]+ 398.2.

Sources & evidence

ORD record
ord-f2ed777c0de34f9b8c0f3a01a3b330df
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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