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

HRID 57261

Reaction equation

HRID 57261 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.[NH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([NH2:29])=[CH:25][CH:24]=1.CN1CCOCC1>CO>[NH2:29][C:26]1[CH:27]=[CH:28][C:23]([CH2:22][NH:21][S:17]([C:15]2[CH:14]=[CH:13][C:11]3[N:12]=[C:8]([C:3]4[C:4]([CH3:7])=[N:5][NH:6][C:2]=4[NH2:1])[S:9][C:10]=3[CH:16]=2)(=[O:19])=[O:18])=[CH:24][CH:25]=1

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 4278144-AminobenzylamineHCID 178434647HCID 178434647, compound

Product 1

HCID 1784346532-(5-Amino-3-methyl-1H-pyrazol-4-yl)benzothiazole-6-sulfonic acid 4-aminobenzylamideYield 12.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

the title compound (15 mg) was prepared from crude 2-(5-amino-3-methyl-1H-pyrazol-4-yl)-benzothiazole-6-sulfonyl chloride (100 mg, 0.30 mmol), 4-aminomethylphenylamine (69 μL, 0.60 mmol) and PS-NMM (0.320 g, 0.60 mmol) in 5 mL of methanol. MS (m/z, ES+): 415.4 (M+1, 100%). Yield=12%.

Sources & evidence

ORD record
ord-4b0ecdb954e74e58a791dfea2be305b4
Source dataset
uspto-grants-2016_09
Patent number
US09434720B2

Linked notes

Loading…