Methylamine → HCID 10135481, compound

HRID 1071568Notes

Reaction equation

HRID 1071568 reaction equation
Cl.[O:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11]3[N:12]=[C:13]([C:22]4[CH:30]=[CH:29][C:25]([C:26](Cl)=[O:27])=[CH:24][CH:23]=4)[NH:14][C:15]=3[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)=[CH:10][C:5]=2[O:4][CH2:3]1.[CH3:31][NH2:32]>O1CCCC1.O>[O:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11]3[N:12]=[C:13]([C:22]4[CH:30]=[CH:29][C:25]([C:26]([NH:32][CH3:31])=[O:27])=[CH:24][CH:23]=4)[NH:14][C:15]=3[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)=[CH:10][C:5]=2[O:4][CH2:3]1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 22394525HCID 22394525, compound

Product 1

HCID 10135481HCID 10135481, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

4-(4-Benzo[1,3]dioxol-5-yl-5-pyridin-2-yl-1H-imidazol-2-yl)benzoyl chloride hydrochloride (100 mg; 0.23 mmol) was suspended in tetrahydrofuran (5 ml) and treated with a solution of methylamine in water (40% w/v; ml) and the resulting mixture stirred at ambient temperature for 18 h. The title compound (55 mg; 60%) was obtained as a brown powder by filtration, washing with water and drying at 40° C. under reduced pressure. 1H NMR (250 MHz; CD3OD) δ: 2.84 (3H, s), 5.89 (2H, s), 6.76 (1H, d), 6.85-7.80 (5H, m), 7.82 (2H, d), 8.00 (2H, d), 8,49 (1H, br); m/z (ESMS): 399 [M+HM]⊕.

Sources & evidence

ORD record
ord-8032fd2aa3b8479f82f5dd5f541d4d46
Source dataset
uspto-grants-2005_06
Patent number
US06906089B2

Reaction notes

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