Triethylamine → HCID 58125524, compound

HRID 1943698Notes

Reaction equation

HRID 1943698 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][C:3]2[N:7]=[CH:8][C:9]([C:11]3[CH:12]=[C:13]([N:17]([CH3:19])[CH3:18])[CH:14]=[CH:15][CH:16]=3)=[CH:10][C:2]1=2.[Br:20][C:21]1[CH:22]=[C:23]([CH:27]=[C:28]([Br:32])[C:29]=1[O:30][CH3:31])[C:24](Cl)=[O:25].C(N(CC)CC)C>ClCCl>[Br:20][C:21]1[CH:22]=[C:23]([C:24]([N:1]2[CH2:6][CH2:5][O:4][C:3]3[N:7]=[CH:8][C:9]([C:11]4[CH:16]=[CH:15][CH:14]=[C:13]([N:17]([CH3:19])[CH3:18])[CH:12]=4)=[CH:10][C:2]2=3)=[O:25])[CH:27]=[C:28]([Br:32])[C:29]=1[O:30][CH3:31]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 337796303,5-Dibromo-4-methoxybenzoyl chlorideHCID 66936778HCID 66936778, compound

Product 1

HCID 58125524HCID 58125524, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

By the same method as in the step d) of Example 2, [3-(2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-7-yl)-phenyl]-dimethyl-amine (102 mg, 0.39 mmol), 3,5-dibromo-4-methoxy-benzoyl chloride (197 mg, 0.59 mmol) and triethylamine (286 μl, 1.99 mmol) were dissolved in dichloromethane (5 ml) and then stirred at room temperature for 3 hours to obtain the target compound 48, i.e., (3,5-dibromo-4-methoxy-phenyl)-[7-(3-dimethylamino-phenyl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanone, as white solid (135 mg, 62%).

Sources & evidence

ORD record
ord-0b68d37f60734bc7b02a8ec97b09171a
Source dataset
uspto-grants-2013_03
Patent number
US08394792B2

Reaction notes

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