Methylhydrazine → HCID 44600465, compound

HRID 446786Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[NH:11][NH:10][C:9](=[O:12])[C:8]=2[C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]3[CH:30]=[CH:29][C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[N:22]=3)=[CH:15][CH:14]=2)=[CH:3][CH:2]=1.[CH3:31]NN>>[CH3:31][N:10]1[C:9](=[O:12])[C:8]([C:13]2[CH:14]=[CH:15][C:16]([O:19][CH2:20][C:21]3[CH:30]=[CH:29][C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[N:22]=3)=[CH:17][CH:18]=2)=[C:7]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)[NH:11]1

Participants

Reactant 2

HCID 6061Methylhydrazine

HCID 44600314HCID 44600314, compound

Product 1

HCID 44600465HCID 44600465, compoundYield 15%

Procedure

Following the procedure for the preparation of 5-(pyridin-4-yl)-4-(4-(quinolin-2-ylmethoxy)phenyl)-1H-pyrazol-3(2H)-one using methyl hydrazine provided the title compound. Yield: 15%. 1H NMR (500 MHz, d6-DMSO): δ 8.44-8.36 (m, 2H), 8.04-7.96 (m, 2H), 7.82-7.74 (m, 2H), 7.72-7.56 (m, 2H), 7.38-7.22 (m, 1H), 7.18-7.12 (m, 2H), 7.10-7.06 (m, 1H), 7.01-6.98 (m, 2H), 5.36 (s, 2H), 3.69 (s, 1H), 3.59 (s, 3H). MS: M+H: m/z=409.1.

Sources & evidence

ORD record: ord-d1275ec6357b421c94e45d3290210c65
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08481534B2

Reaction notes

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