1,3,5-trimethyl-1H-pyrazol-4-amine → HCID 7677840, compound

HRID 1749346Notes

Reaction equation

HRID 1749346 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:12][C:13]1[C:14]([CH3:20])=[N:15][N:16]([CH3:19])[C:17]=1[CH3:18]>N1C=CC=CC=1>[CH3:19][N:16]1[C:17]([CH3:18])=[C:13]([NH:12][S:8]([C:5]2[CH:6]=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=2)(=[O:10])=[O:9])[C:14]([CH3:20])=[N:15]1

Participants

4

Reactant 2

HCID 1616031,3,5-trimethyl-1H-pyrazol-4-amineHCID 27927922-Chloro-5-pyridinesulfonyl chloride

Product 1

HCID 7677840HCID 7677840, compoundYield 75.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared from 6-chloropyridine-3-sulfonyl chloride (4.8 g, 22.7 mmol) and 4-amino-1,3,5-trimethyl-1H-pyrazole (2.84 g, 22.7 mmol) in pyridine (35 ml) according to the method of intermediate 1, to give the title compound as a white solid (5.13 g, 17.1 mmol, 75%). δH (D-6 DMSO, 300K) 9.51 (1H, s), 8.59 (1H, d J 2.3 Hz), 8.03 (1H, dd J 7.6 Hz 2.3 Hz), 7.77 (1H, d J 7.6 Hz), 3.58 (3H, s), 1.84 (3H, s), 1.63 (3H, s). m/z (ES+, 70V) 301.1 (MH+).

Sources & evidence

ORD record
ord-486bcc516d9e4aa699665e62633f550e
Source dataset
uspto-grants-2015_10
Patent number
US09156811B2

Reaction notes

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