3-(1H-pyrazol-1-yl)propan-1-amine → HCID 178509614, compound

HRID 526482Notes

Reaction equation

HRID 526482 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]([OH:21])=O)=[CH:17][N:16]=3)[C:13]=2[OH:14])=[CH:5][CH:4]=1)#[N:2].[N:24]1([CH2:29][CH2:30][CH2:31][NH2:32])[CH:28]=[CH:27][CH:26]=[N:25]1>>[N:24]1([CH2:29][CH2:30][CH2:31][NH:32][C:19](=[O:21])[C:18]2[CH:22]=[CH:23][C:15]([N:12]3[C:13]([OH:14])=[C:9]([C:6]4[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][CH:7]=4)[CH:10]=[N:11]3)=[N:16][CH:17]=2)[CH:28]=[CH:27][CH:26]=[N:25]1

Participants

3

Reactant 2

HCID 70231403-(1H-pyrazol-1-yl)propan-1-amineHCID 178509615HCID 178509615, compound

Product 1

HCID 178509614HCID 178509614, compound

Procedure

The title compound was prepared in a manner similar to Example 112 using 6-(4-(4-cyanophenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and 3-(1H-pyrazol-1-yl)propan-1-amine. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.00-2.10 (m, 2H) 3.25-3.30 (m, 2H) 4.19 (t, J=6.95 Hz, 2H) 6.23 (t, J=2.02 Hz, 1H) 7.45 (d, J=1.77 Hz, 1H) 7.77 (d, J=1.52 Hz, 1H) 7.79 (d, J=8.59 Hz, 2H) 8.14 (d, J=7.33 Hz, 2H) 8.37-8.44 (m, 1H) 8.45-8.58 (m, 1H) 8.66 (br. s., 1H) 8.74 (t, J=5.31 Hz, 1H) 8.88-8.94 (m, 1H) 13.54 (br. s., 1H). MS m/z [M+H]+ 414.2.

Sources & evidence

ORD record
ord-c847c36086bd49c88fcce4fd6d2dffd5
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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