1,3,5-trimethyl-1H-pyrazol-4-amine → HCID 58561076, compound

HRID 1749355Notes

Reaction equation

HRID 1749355 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[C:4]([CH3:12])[CH:3]=1.[NH2:13][C:14]1[C:15]([CH3:21])=[N:16][N:17]([CH3:20])[C:18]=1[CH3:19]>N1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:13][C:14]2[C:15]([CH3:21])=[N:16][N:17]([CH3:20])[C:18]=2[CH3:19])(=[O:10])=[O:9])=[C:4]([CH3:12])[CH:3]=1

Participants

4

Reactant 2

HCID 1616031,3,5-trimethyl-1H-pyrazol-4-amineHCID 27813384-Bromo-2-methylbenzenesulfonyl chloride

Product 1

HCID 58561076HCID 58561076, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared from 4-bromo-2-methylbenzenesulfonyl chloride (0.736 g, 2.7 mmol) and 4-amino-1,3,5-trimethyl-1H-pyrazole (0.35 g, 2.8 mmol) in pyridine (4.5 ml) according to the method of intermediate 1, to give the title compound as an orange solid (906 m, 2.52 mmol, 93%). δH (D-6 DMSO, 300K) 9.24 (1H, s), 7.70 (1H, d, J=1.5 Hz), 7.54 (1H, dd, J=8.5 Hz 1.5 Hz), 7.48 (1H, d 8.5 Hz), 3.55 (3H, s), 2.57 (3H, s), 1.82 (3H, s), 1.59 (3H, s). m/z (ES+, 70V) 360.0 (MH+).

Sources & evidence

ORD record
ord-9256a482966d4fb9b46df4d77f617c9d
Source dataset
uspto-grants-2015_10
Patent number
US09156811B2

Reaction notes

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