Triethylamine → N-allyl-2-bromo-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-methoxybenzamide

HRID 507002노트

반응식

HRID 507002 반응식
[CH2:1]([NH:4][C:5]1[CH:6]=[C:7]([CH:14]=[CH:15][C:16]=1[CH3:17])[C:8]([NH:10][CH:11]1[CH2:13][CH2:12]1)=[O:9])[CH:2]=[CH2:3].[Br:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=1[C:27](Cl)=[O:28].C(N(CC)CC)C>C1COCC1>[CH2:1]([N:4]([C:5]1[CH:6]=[C:7]([C:8]([NH:10][CH:11]2[CH2:12][CH2:13]2)=[O:9])[CH:14]=[CH:15][C:16]=1[CH3:17])[C:27](=[O:28])[C:20]1[CH:21]=[C:22]([O:25][CH3:26])[CH:23]=[CH:24][C:19]=1[Br:18])[CH:2]=[CH2:3]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 27816562-Bromo-5-methoxybenzoyl chlorideHCID 670185693-(allylamino)-N-cyclopropyl-4-methylbenzamide

생성물 1

HCID 67018660N-allyl-2-bromo-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-methoxybenzamide수율 93.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3-(Allylamino)-N-cyclopropyl-4-methylbenzamide (688 mg) was stirred with 2-bromo-5-methoxybenzene-1-carbonyl chloride (745 mg) and triethylamine (0.83 ml) in THF (10 ml) at room temperature for 2.5 hours and then concentrated. The residue was dissolved in ethyl acetate and washed with 1N HCl (×2), water, brine, dried (magnesium sulfate) and concentrated to yield N-allyl-2-bromo-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-methoxybenzamide as a pale orange solid (1.24 g); Mass Spectrum: M+H+ 443.

후처리

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with 1N HCl (×2), water, brine
  4. dry with materialdried (magnesium sulfate)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a2a2d7090e444c13abbe09c5c7d38e7b
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786115B2

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