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

HRID 507002ノート

反応式

HRID 507002 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a2a2d7090e444c13abbe09c5c7d38e7b
出典データセット
uspto-grants-2010_08
特許番号
US07786115B2

反応ノート

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