ChemicalBook CAS DataBase List 7-bromo-1-methyl-1,3-dihydro-2H-benzimidazol-2-one

7-bromo-1-methyl-1,3-dihydro-2H-benzimidazol-2-one synthesis

10synthesis methods

Product Name:7-bromo-1-methyl-1,3-dihydro-2H-benzimidazol-2-one
CAS Number:913297-44-6
Molecular formula:C8H7BrN2O
Molecular Weight:227.06

1150102-47-8 Synthesis

1150102-47-8
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7-bromo-1-methyl-1,3-dihydro-2H-benzimidazol-2-one

913297-44-6
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Yield: 88%

Reaction Conditions:

with 1,1'-carbonyldiimidazole in acetonitrile at 85; for 12 h;Inert atmosphere;

Steps:

3 Step 3-4-Bromo-3-methyl-1H-benzimidazol-2-one
To a mixture of 3-bromo-N2-methyl-benzene-1,2-diamine (20.0 g, 99.4 mmol) in ACN (300 mL) was added CDI (32.2 g, 198 mmol). The reaction mixture was stirred at 85° C. for 12 hours under N₂atmosphere. On completion, the reaction mixture was concentrated in vacuo. The reaction mixture was diluted with water (200 mL), where a solid precipitate was formed, which was filtered off. The solid was washed with water (1 L) and dried in vacuo to give the title compound (20.0 g, 88% yield) as white solid. ¹H NMR (400 MHz, DMSO-d₆) δ 11.17 (s, 1H), 7.14 (dd, J=1.2, 8.0 Hz, 1H), 7.00-6.95 (m, 1H), 6.93-6.87 (m, 1H), 3.55 (s, 3H).

References:

Kymera Therapeutics, Inc.;Mainolfi, Nello;Ji, Nan;Kluge, Arthur F.;Weiss, Matthew M.;Zhang, Yi US2019/192668, 2019, A1 Location in patent:Paragraph 2881; 2884

1150102-47-8 Synthesis

1150102-47-8
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530-62-1 Synthesis