Phenyl chloroformate → HCID 59379980、化合物

HRID 2353724ノート

反応式

HRID 2353724 の反応式
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].[F:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH2:21][C:22]2[CH:27]=[C:26]([N:28]3[CH2:33][CH2:32][O:31][CH2:30][C@@H:29]3[CH3:34])[N:25]=[C:24]([C:35]3[CH:41]=[CH:40][C:38]([NH2:39])=[CH:37][CH:36]=3)[N:23]=2)(=[O:20])=[O:19])=[CH:14][CH:13]=1.C(=O)(O)[O-].[Na+]>O1CCOCC1>[F:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH2:21][C:22]2[CH:27]=[C:26]([N:28]3[CH2:33][CH2:32][O:31][CH2:30][C@@H:29]3[CH3:34])[N:25]=[C:24]([C:35]3[CH:36]=[CH:37][C:38]([NH:39][C:2](=[O:3])[O:4][C:5]4[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=4)=[CH:40][CH:41]=3)[N:23]=2)(=[O:19])=[O:20])=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 15891Phenyl chloroformateHCID 516892Sodium BicarbonateHCID 59379908HCID 59379908、化合物

生成物 1

HCID 59379980HCID 59379980、化合物収率 89.6%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Phenyl chloroformate (0.474 mL, 3.77 mmol) was added dropwise to 4-[4-[(4-fluorophenyl)sulfonylmethyl]-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]aniline (1.67 g, 3.77 mmol) and sodium bicarbonate (476 mg, 5.66 mmol) in dioxane (20 mL) under nitrogen. The resulting suspension was stirred at RT for 2 hours. The reaction mixture was evaporated to dryness and redissolved in DCM (50 mL) and washed with water (50 mL). The organic layer was dried (MgSO4), filtered and evaporated to give crude product which was triturated with diethyl ether to give the desired product (1.90 g).

後処理

  1. customThe reaction mixture was evaporated to dryness
  2. dissolutionredissolved in DCM (50 mL)
  3. washwashed with water (50 mL)
  4. dry with materialThe organic layer was dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated
  7. customto give crude product which
  8. customwas triturated with diethyl ether

出典と根拠

ORDレコード
ord-42fd9251ad5641f2949d0942ac015d71
出典データセット
uspto-grants-2010_07
特許番号
US07750003B2

反応ノート

読み込み中…