Hydrochloric Acid → Topotecan Hydrochloride

HRID 1012046

反応式

HRID 1012046 の反応式
[CH3:1][CH2:2][C@@:3]1([OH:27])[C:8](=[O:9])[O:7][CH2:6][C:5]2[C:10]([N:12]3[C:24](=[CH:25][C:4]1=2)[C:23]1[N:22]=[C:21]2[C:16]([CH:17]=[C:18]([OH:26])[CH:19]=[CH:20]2)=[CH:15][C:14]=1[CH2:13]3)=[O:11].[Cl:28]CCl.Cl>C(O)(C)C.C(N(CC)CC)C>[CH3:1][CH2:2][C@@:3]1([OH:27])[C:8](=[O:9])[O:7][CH2:6][C:5]2[C:10]([N:12]3[C:24](=[CH:25][C:4]1=2)[C:23]1[N:22]=[C:21]2[CH:20]=[CH:19][C:18]([OH:26])=[C:17]([CH2:10][N:12]([CH3:24])[CH3:13])[C:16]2=[CH:15][C:14]=1[CH2:13]3)=[O:11].[ClH:28]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 97226Hydroxycamptothecin

生成物 1

HCID 60699Topotecan Hydrochloride収率 175.1%

試薬・触媒・溶媒 2

HCID 3776Isopropanol溶媒2 回HCID 8471Triethylamine溶媒

実験手順

10-hydroxy-camptothecin (0.1 g), N,N-dimethylmethyleneiminium iodide (about 0.06 g), dichloromethane (about 1.3 g), and isopropanol (about 0.8 g) were charged into a suitable reactor. The resulting mixture was stirred for 5-10 minutes. Then triethylamine (0.002-0.03 g) was added, and the resulting mixture was stirred at room temperature. After the reaction was complete, the mixture of hydrochloride acid (37%, 0.003-0.045 g) and isopropanol (about 0.14 g) was added to the resulting mixture. The resulting mixture was stirred over 4 hours, and then the solid was filtered, washed with dichloromethane (about 1 g) and dried under vacuum to give about 0.11 g of topotecan HCl.

後処理

  1. stirringthe resulting mixture was stirred at room temperature
  2. additionwas added to the resulting mixture
  3. stirringThe resulting mixture was stirred over 4 hours
  4. filtrationthe solid was filtered
  5. washwashed with dichloromethane (about 1 g)
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-3e5c355e53544b8b9fc6e4536cd56c1c
出典データセット
uspto-grants-2011_07
特許番号
US07977483B2

関連ノート

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