Triethylamine → HCID 66936766, compound

HRID 1943732Notes

Reaction equation

HRID 1943732 reaction equation
[F:1][C:2]([F:21])([F:20])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:19]=[N:18][C:13]3[O:14][CH2:15][CH2:16][NH:17][C:12]=3[CH:11]=2)=[CH:6][CH:5]=1.[Br:22][C:23]1[CH:24]=[C:25]([CH:29]=[C:30]([Br:34])[C:31]=1[O:32][CH3:33])[C:26](Cl)=[O:27].C(N(CC)CC)C>ClCCl>[Br:22][C:23]1[CH:24]=[C:25]([C:26]([N:17]2[CH2:16][CH2:15][O:14][C:13]3[N:18]=[CH:19][C:10]([C:7]4[CH:6]=[CH:5][C:4]([O:3][C:2]([F:1])([F:20])[F:21])=[CH:9][CH:8]=4)=[CH:11][C:12]2=3)=[O:27])[CH:29]=[C:30]([Br:34])[C:31]=1[O:32][CH3:33]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 337796303,5-Dibromo-4-methoxybenzoyl chlorideHCID 66936481HCID 66936481, compound

Product 1

HCID 66936766HCID 66936766, compoundYield 69.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

By the same method as in the step c) of Example 45, 7-(4-trifluoromethoxy-phenyl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine (83 mg, 0.28 mmol), 3,5-dibromo-4-methoxy-benzoyl chloride (138 mg, 0.42 mmol) and triethylamine (78 μl, 0.56 mmol) were dissolved in dichloromethane (3 ml) and reacted at room temperature for 3 hours to obtain (3,5-dibromo-4-methoxy-phenyl)-[7-(4-trifluoromethoxy-phenyl)-2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl]-methanone as white solid (115 mg, 69.8%).

Workup

  1. customreacted at room temperature for 3 hours

Sources & evidence

ORD record
ord-2fa772be75f34317bc86c85ac19d73bc
Source dataset
uspto-grants-2013_03
Patent number
US08394792B2

Reaction notes

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