4-Methylmorpholine → HCID 178434657, compound

HRID 57251Notes

Reaction equation

HRID 57251 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.[S:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[CH2:26][CH2:27][NH2:28].CN1CCOCC1>C(Cl)(Cl)Cl>[S:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[CH2:26][CH2:27][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]

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 116521ThiopheneethanamineHCID 178434647HCID 178434647, compound

Product 1

HCID 178434657HCID 178434657, compoundYield 8.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

the title compound (8 mg) was prepared from crude 2-(5-amino-3-methyl-1H-pyrazol-4-yl)-benzothiazole-6-sulfonyl chloride (75 mg, 0.23 mmol), 2-thiophen-2-ylethylamine (29 μL, 0.25 mmol) and PS-NMM (0.22 g, 0.45 mmol) in 4 mL of chloroform. MS (m/z, ES+): 420.4 (M+1, 100): 1H NMR (500 MHz, ppm, DMSO-d6): δ 11.8-12.2 (br s, 1H), 8.5 (s, 1H), 8.0 (d, 1H), 7.8 (m, 2H), 7.32 (d, 1H), 6.93 (dd, 1H), 6.86 (d, 1H), 6.0 (br s, 2H), 3.03 (q, 2H), 2.92 (t, 2H), 2.43 (br s, 3H). Yield=8%.

Sources & evidence

ORD record
ord-acdfd320bf1d4fd2a1c6cc2a19603aca
Source dataset
uspto-grants-2016_09
Patent number
US09434720B2

Reaction notes

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