Phenyl chloroformate → Phenyl (4-{4-[(isopropylsulfonyl)methyl]-6-morpholin-4-ylpyrimidin-2-yl}phenyl)carbamate

HRID 2353660ノート

反応式

HRID 2353660 の反応式
[CH:1]([S:4]([CH2:7][C:8]1[CH:13]=[C:12]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[N:11]=[C:10]([C:20]2[CH:25]=[CH:24][C:23]([NH2:26])=[CH:22][CH:21]=2)[N:9]=1)(=[O:6])=[O:5])([CH3:3])[CH3:2].C(=O)(O)[O-].[Na+].Cl[C:33]([O:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=[O:34]>O1CCOCC1>[CH:1]([S:4]([CH2:7][C:8]1[CH:13]=[C:12]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[N:11]=[C:10]([C:20]2[CH:21]=[CH:22][C:23]([NH:26][C:33](=[O:34])[O:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[CH:24][CH:25]=2)[N:9]=1)(=[O:5])=[O:6])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 15891Phenyl chloroformateHCID 516892Sodium BicarbonateHCID 59380221(4-{4-[(Isopropylsulfonyl)methyl]-6-morpholin-4-ylpyrimidin-2-yl}phenyl)amine

生成物 1

HCID 59379897Phenyl (4-{4-[(isopropylsulfonyl)methyl]-6-morpholin-4-ylpyrimidin-2-yl}phenyl)carbamate収率 75.9%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

(4-{4-[(Isopropylsulfonyl)methyl]-6-morpholin-4-ylpyrimidin-2-yl}phenyl)amine (1.5 g, 3.98 mmol) was dissolved in dioxane (10 mL). Sodium bicarbonate (503 mg, 5.98 mmol) was added, followed by phenyl chloroformate (0.502 mL, 3.98 mmol) and the reaction stirred at room temperature for 2 hours. The solvent was removed in vacuo, and the resultant oil partitioned between 10 mL DCM and 10 mL water. The organic phase was dried over magnesium sulphate, filtered and concentrated in vacuo. The cream solid obtained was chromatographed on silica, eluting with 0-50% ethyl acetate in DCM, to give the desired material as a white solid (1.5 g).

後処理

  1. customThe solvent was removed in vacuo
  2. customthe resultant oil partitioned between 10 mL DCM and 10 mL water
  3. dry with materialThe organic phase was dried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe cream solid obtained
  7. customwas chromatographed on silica
  8. washeluting with 0-50% ethyl acetate in DCM

出典と根拠

ORDレコード
ord-2c69922d62b44ddcb56e85562b248b45
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…