Sodium Carbonate → 4-[N-[1-[N-(furan-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-(4-fluoro-2-methoxyacetylaminophenyl)piperidin-3-ol

HRID 1392416ノート

反応式

HRID 1392416 の反応式
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][C:9]1([C:15]([NH:17][CH:18]2[CH2:23][CH2:22][N:21]([C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:25]=3[NH2:31])[CH2:20][CH:19]2[OH:32])=[O:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:7].C(=O)([O-])[O-].[Na+].[Na+].[CH3:39][O:40][CH2:41][C:42](Cl)=[O:43]>O1CCCC1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][C:9]1([C:15]([NH:17][CH:18]2[CH2:23][CH2:22][N:21]([C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:25]=3[NH:31][C:42](=[O:43])[CH2:41][O:40][CH3:39])[CH2:20][CH:19]2[OH:32])=[O:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:7]

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 96623Methoxyacetyl chlorideHCID 693103034-[N-[1-[N-(furan-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-(4-fluoro-2-aminophenyl)piperidin-3-ol

生成物 1

HCID 693132144-[N-[1-[N-(furan-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-(4-fluoro-2-methoxyacetylaminophenyl)piperidin-3-ol収率 95.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The solution of 4-[N-[1-[N-(furan-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-(4-fluoro-2-aminophenyl)piperidin-3-ol (1.0 g, 2.24 mmol) obtained in Step 2 in 30 ml of tetrahydrofuran was cooled to 0° C. Sodium carbonate (350 mg, 3.36 mmol) and methoxyacetyl chloride (0.53 mg, 5.82 mmol) was added to the reaction mixture, which was then stirred for 4 hours. 20 ml of ice water was added to the reaction mixture, which was then concentrated and extracted with 50 ml of ethyl acetate. The resulting organic layer was dried and concentrated on sodium sulfate. The resulting residue was crystallized with ethyl acetate to give 1.1 g of the titled compound.

後処理

  1. concentrationwas then concentrated
  2. extractionextracted with 50 ml of ethyl acetate
  3. customThe resulting organic layer was dried
  4. concentrationconcentrated on sodium sulfate
  5. customThe resulting residue was crystallized with ethyl acetate

出典と根拠

ORDレコード
ord-da1062d4c4bc412a9c702370ee8cb98c
出典データセット
uspto-grants-2008_03
特許番号
US07342027B2

反応ノート

読み込み中…