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Tetrahydrofuran → 4-[2-Cyano-3-[[(3s)-hexahydro-2-oxo-1-[2-oxo-2-(1-pyrrolidinyl)ethyl]-1h-azepin-3-yl]amino]-3-[(2-methyl-5-benzofuranyl)amino]-1-oxo-2-propenyl]benzoic acid

HRID 1264628
ノート
印刷プレビュー

反応式

HRID 1264628 の反応式
C[O:2][C:3](=[O:44])[C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:43])[C:11]([C:41]#[N:42])=[C:12]([NH:24][C@H:25]2[CH2:31][CH2:30][CH2:29][CH2:28][N:27]([CH2:32][C:33](=[O:39])[N:34]3[CH2:38][CH2:37][CH2:36][CH2:35]3)[C:26]2=[O:40])[NH:13][C:14]2[CH:15]=[CH:16][C:17]3[O:21][C:20]([CH3:22])=[CH:19][C:18]=3[CH:23]=2)=[CH:6][CH:5]=1.C1COCC1>O>[C:41]([C:11](=[C:12]([NH:24][C@H:25]1[CH2:31][CH2:30][CH2:29][CH2:28][N:27]([CH2:32][C:33](=[O:39])[N:34]2[CH2:35][CH2:36][CH2:37][CH2:38]2)[C:26]1=[O:40])[NH:13][C:14]1[CH:15]=[CH:16][C:17]2[O:21][C:20]([CH3:22])=[CH:19][C:18]=2[CH:23]=1)[C:10]([C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:44])=[O:2])=[CH:5][CH:6]=1)=[O:43])#[N:42]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 8028TetrahydrofuranHCID 700328734-[2-Cyano-3-[[(3S)-hexahydro-2-oxo-1-[2-oxo-2-(1-pyrrolidinyl)ethyl]-1H-azepin-3-yl]amino]-3-[(2-methyl-5-benzofuranyl)amino]-1-oxo-2-propenyl]benzoic acid methyl ester

生成物 1

HCID 700323634-[2-Cyano-3-[[(3s)-hexahydro-2-oxo-1-[2-oxo-2-(1-pyrrolidinyl)ethyl]-1h-azepin-3-yl]amino]-3-[(2-methyl-5-benzofuranyl)amino]-1-oxo-2-propenyl]benzoic acid収率 83.4%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

The compound of Example 1 (0.442g, 0.740 mmol) was dissolved in 10 mL of 1:1 water:THF and the mixture was cooled to 0° C. To the solution was added LiOH monohydrate (0.31 g, 7.4 mmol). The reaction mixture was allowed to come to room temperature. After stirring for 24 h, the reaction mixture was concentrated by in vacuo and the residue was dissolved in methylene chloride. The mixture was extracted 2×25 mL with water. The combined aqueous layers were neutralized with 1 N HCl to pH 4 and were extracted 2×25 mL with ethyl acetate. The combined ethyl acetate layers were dried over sodium sulfate and concentrated to give the title compound (360 mg, 83%) as yellow solid: MS (ESI, pos. ion) m/z 584 (M+H); HPLC (method B) tR=3.8 min, purity: >96%.

後処理

  1. customto come to room temperature
  2. concentrationthe reaction mixture was concentrated by in vacuo
  3. dissolutionthe residue was dissolved in methylene chloride
  4. extractionThe mixture was extracted 2×25 mL with water
  5. extractionwere extracted 2×25 mL with ethyl acetate
  6. dry with materialThe combined ethyl acetate layers were dried over sodium sulfate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-2e86c2a03dc3463cb6dabee706c20811
出典データセット
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06544981B2

反応ノート

読み込み中…

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