1,3,5-trimethyl-1H-pyrazol-4-amine → HCID 58561079, compound

HRID 1749345Notes

Reaction equation

HRID 1749345 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([Br:8])[C:5]([F:9])=[CH:4][C:3]=1[S:10](Cl)(=[O:12])=[O:11].[NH2:14][C:15]1[C:16]([CH3:22])=[N:17][N:18]([CH3:21])[C:19]=1[CH3:20]>N1C=CC=CC=1>[Br:8][C:6]1[CH:7]=[C:2]([F:1])[C:3]([S:10]([NH:14][C:15]2[C:16]([CH3:22])=[N:17][N:18]([CH3:21])[C:19]=2[CH3:20])(=[O:12])=[O:11])=[CH:4][C:5]=1[F:9]

Participants

4

Reactant 2

HCID 1616031,3,5-trimethyl-1H-pyrazol-4-amineHCID 5745904-Bromo-2,5-difluorobenzenesulfonyl Chloride

Product 1

HCID 58561079HCID 58561079, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared from 2,5-difluoro-4-bromobenzenesulfonyl chloride (2 g, 6.9 mmol) and 4-amino-1,3,5-trimethyl-1H-pyrazole (858 mg, 6.9 mmol) in pyridine (30 ml) according to the method of intermediate 1, to give the title compound as a pale yellow solid (1.9 g, 5.0 mmol, 73%). δH (D-6 DMSO, 300K) 9.77 (1H, s), 8.12 (1H, dd, J=5.5 Hz 9.0 Hz), 7.55 (1H, dd J 6.Hz 7.5 Hz), 3.58 (3H, s), 1.92 (3H, s), 1.74 (3H, s). m/z (ES+, 70V) 380.0 (MH+).

Sources & evidence

ORD record
ord-b9312a134dd64cb49d864006890cd4f6
Source dataset
uspto-grants-2015_10
Patent number
US09156811B2

Reaction notes

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