氢化钠 → HCID 66757931，化合物

HRID 242553笔记

反应方程式

HRID 242553 反应方程式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:33])[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH:16]=[C:17]3[C:27]4[C:22](=[N:23][CH:24]=[CH:25][CH:26]=4)[O:21][C:20]4[CH:28]=[CH:29][CH:30]=[C:31](O)[C:19]=4[CH2:18]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[H-].[Na+].[C:36]1([S:42]([N:45]=[C:46]=[O:47])(=[O:44])=[O:43])[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:33])[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH:16]=[C:17]3[C:27]4[C:22](=[N:23][CH:24]=[CH:25][CH:26]=4)[O:21][C:20]4[CH:28]=[CH:29][CH:30]=[C:31]([C:46](=[O:47])[NH:45][S:42]([C:36]5[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=5)(=[O:43])=[O:44])[C:19]=4[CH2:18]3)[CH2:12][CH2:13]2)=[CH:4][CH:3]=1

参与物

5

反应物 3

HCID 24758氢化钠HCID 76096异氰酸苯磺酰酯HCID 66757538HCID 66757538，化合物

产物 1

HCID 66757931HCID 66757931，化合物收率 39.5%

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

反应条件

温度
40 °C

实验过程

To a solution of the compound of Example 44 (0.511 g, 1.1 mmol) in dry THF (20 mL) was added sodium hydride (60% in mineral oil, 48 mg, 1.2 mmol), and the slurry heated at 40° C. under argon with stirring for 20 minutes. Phenylsulfonylisocyanate (160 μL, 1.2 mmol) was added and the mixture was stirred for 14 hours. The solvent was then removed by rotary evaporation to give the crude product. The solid material was washed twice with 20 mL CH2Cl2, and then twice with 20 mL MeoH: CH2Cl2 (1:1) to give the title compound (274 mg).

后处理

  1. stirringthe mixture was stirred for 14 hours
  2. customThe solvent was then removed by rotary evaporation
  3. customto give the crude product
  4. washThe solid material was washed twice with 20 mL CH2Cl2

来源与证据

ORD记录
ord-59b358ccd8934b2287ff0d1b6dc00a52
来源数据集
uspto-grants-2014_02
专利号
US08653096B2

反应笔记

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