1-Isopropylhydrazine → 5-amino-1-isopropyl-1H-pyrazole-4-carbonitrile

HRID 2424769Notes

Reaction equation

[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=CC=C[C:8]=2OC)[N:5]=[CH:4][C:3]=1[C:15]#[N:16].C(NN)(C)C>>[NH2:1][C:2]1[N:6]([CH:7]([CH3:12])[CH3:8])[N:5]=[CH:4][C:3]=1[C:15]#[N:16]

Participants

Reactant 2

HCID 527891-Isopropylhydrazine

HCID 121505605-amino-1-(2-methoxyphenyl)-1H-pyrazole-4-carbonitrile

Product 1

HCID 179620285-amino-1-isopropyl-1H-pyrazole-4-carbonitrile

Procedure

Following the procedure for the preparation of 5-amino-1-(2-methoxyphenyl)-1H-pyrazole-4-carbonitrile but substituting 1-isopropylhydrazine provided the title compound. 400 MHz 1H NMR (CDCl3) δ 7.50 (s, 1H), 4.22-4.16 (m, 3H), 1.45 (d, J=6.6 Hz, 6H). MS: (M+H m/z=151.1).

Sources & evidence

ORD record: ord-6d314746dc2e448d8fed8f15a6b8e3f2
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07964607B2

Reaction notes

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