Benzylamine → 2-(5-Amino-3-methyl-1H-pyrazol-4-yl)benzothiazole-6-sulfonic acid benzylamide

HRID 57254Notes

Reaction equation

HRID 57254 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([CH3:7])[C:3]=1[C:8]1[S:9][C:10]2[CH:16]=[C:15]([S:17](Cl)(=[O:19])=[O:18])[CH:14]=[CH:13][C:11]=2[N:12]=1.[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.CN1CCOCC1>CO>[CH2:21]([NH:28][S:17]([C:15]1[CH:14]=[CH:13][C:11]2[N:12]=[C:8]([C:3]3[C:4]([CH3:7])=[N:5][NH:6][C:2]=3[NH2:1])[S:9][C:10]=2[CH:16]=1)(=[O:19])=[O:18])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 79724-MethylmorpholineHCID 178434647HCID 178434647, compound

Product 1

HCID 1784346502-(5-Amino-3-methyl-1H-pyrazol-4-yl)benzothiazole-6-sulfonic acid benzylamideYield 13.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

the title compound (16 mg) was prepared from crude 2-(5-amino-3-methyl-1H-pyrazol-4-yl)-benzothiazole-6-sulfonyl chloride (100 mg, 0.30 mmol), benzylamine (66 μL, 0.60 mmol) and PS-NMM (0.320 g, 0.60 mmol) in 5 mL of methanol. MS (m/z, ES+): 400.5 (M+1, 100%). Yield=13%.

Sources & evidence

ORD record
ord-6e5fb02fb01b44ed87a7ebeb846c1036
Source dataset
uspto-grants-2016_09
Patent number
US09434720B2

Reaction notes

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