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Triethylamine → HCID 178447372、化合物

HRID 1591506
ノート
印刷プレビュー

反応式

HRID 1591506 の反応式
Cl.[NH2:2][C@@H:3]1[CH2:9][CH2:8][C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[N:5]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]3[NH:31][N:30]=[N:29][N:28]=3)=[CH:17][CH:16]=2)[C:4]1=[O:32].C(N(CC)CC)C.[CH3:40][C:41]([CH3:46])=[CH:42][C:43](Cl)=[O:44]>C(Cl)Cl>[CH3:40][C:41]([CH3:46])=[CH:42][C:43]([NH:2][C@@H:3]1[CH2:9][CH2:8][C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[N:5]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]3[NH:31][N:30]=[N:29][N:28]=3)=[CH:17][CH:16]=2)[C:4]1=[O:32])=[O:44]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 1023943-Methyl-2-butenoyl chlorideHCID 178479246HCID 178479246、化合物

生成物 1

HCID 178447372HCID 178447372、化合物収率 99.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-15 °C

実験手順

To a suspension of 1.18 g (2.64 mmol) of 3(R)-amino-1,3,4,5-tetrahydro-1-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-2H-1-benzazepin-2-one, hydrochloride (Example 4, Step C) in 30 mL of methylene chloride under nitrogen at -15° C. was added 0.923 mL (2.64 mmol) of triethylamine followed by 0.294 mL (2.64 mmol) of 3,3-dimethylacryloyl chloride. The reaction mixture was stirred at -15° C. for 2 hours then quenched by the addition of 1N hydrochloric acid. The mixture was diluted with 50 mL of methylene chloride and washed with 50 mL of 1N hydrochloric acid and brine. The organic layer was removed and concentrated to dryness under vacuum. The residue was redissolved in 30 mL of methanol and treated with 1.5 mL of 9N hydrochloric acid. After stirring for 30 minutes, the mixture was concentrated to dryness under vacuum to give 1.3 g (2.63 mmol, 99%) of the product as a white solid.

後処理

  1. customthen quenched by the addition of 1N hydrochloric acid
  2. additionThe mixture was diluted with 50 mL of methylene chloride
  3. washwashed with 50 mL of 1N hydrochloric acid and brine
  4. customThe organic layer was removed
  5. concentrationconcentrated to dryness under vacuum
  6. dissolutionThe residue was redissolved in 30 mL of methanol
  7. additiontreated with 1.5 mL of 9N hydrochloric acid
  8. stirringAfter stirring for 30 minutes
  9. concentrationthe mixture was concentrated to dryness under vacuum

出典と根拠

ORDレコード
ord-96e763c152ef491699916c1e62f6aaf2
出典データセット
uspto-grants-1993_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05206235

反応ノート

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