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

HRID 2424816Notes

Reaction equation

HRID 2424816 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]#[N:16].[S:17]1CCC(NN)CC1>>[NH2:1][C:2]1[N:6]([CH:7]2[CH2:12][CH2:11][S:17][CH2:9][CH2:8]2)[N:5]=[CH:4][C:3]=1[C:15]#[N:16]

Participants

3

Reactant 2

HCID 121505605-amino-1-(2-methoxyphenyl)-1H-pyrazole-4-carbonitrileHCID 22593899(Thian-4-yl)hydrazine

Product 1

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

Procedure

Following the procedure for the preparation of 5-amino-1-(2-methoxyphenyl)-1H-pyrazole-4-carbonitrile but substituting 1-(tetrahydro-2H-thiopyran-4-yl)hydrazine provided the title compound. 400 MHz 1H NMR (CDCl3) δ 7.44 (s, 1H), 4.71 (s, 2H), 3.84-3.76 (m, 1H), 2.80-2.63 (m, 4H), 2.24-2.10 (m, 4H). MS: (M+H m/z 209.1).

Sources & evidence

ORD record
ord-f171de6cd73c4dbd82b46124de26c8c5
Source dataset
uspto-grants-2011_06
Patent number
US07964607B2

Reaction notes

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