5-amino-1-(2-methoxyphenyl)-1H-pyrazole-4-carboxamide → 5-amino-1-(tetrahydro-2H-thiopyran-4-yl)-1H-pyrazole-4-carboxamide

HRID 2424817Notes

Reaction equation

HRID 2424817 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11]C=[CH:9][C:8]=2OC)[N:5]=[CH:4][C:3]=1[C:15]([NH2:17])=[O:16].NC1N(C2CC[S:27]CC2)N=CC=1C#N>>[NH2:1][C:2]1[N:6]([CH:7]2[CH2:12][CH2:11][S:27][CH2:9][CH2:8]2)[N:5]=[CH:4][C:3]=1[C:15]([NH2:17])=[O:16]

Participants

3

Reactant 2

HCID 121517035-amino-1-(2-methoxyphenyl)-1H-pyrazole-4-carboxamideHCID 582167485-amino-1-(tetrahydro-2H-thiopyran-4-yl)-1H-pyrazole-4-carbonitrile

Product 1

HCID 575562125-amino-1-(tetrahydro-2H-thiopyran-4-yl)-1H-pyrazole-4-carboxamide

Procedure

Following the procedure for the preparation of 5-amino-1-(2-methoxyphenyl)-1H-pyrazole-4-carboxamide but substituting 5-amino-1-(tetrahydro-2H-thiopyran-4-yl)-1H-pyrazole-4-carbonitrile provided the title compound. 400 MHz 1H NMR (CDCl3) δ 7.67 (s, 1H), 4.09-3.97 (m, 1H), 2.89-2.82 (m, 2H), 2.72-2.68 (m, 2H), 2.15-2.10 (m, 4H). MS: (M+H m/z 227.1).

Sources & evidence

ORD record
ord-05a72ff73ed943fab9ff57db26437346
Source dataset
uspto-grants-2011_06
Patent number
US07964607B2

Reaction notes

Loading…