Water → 2-(4-((2-Amino-4-((2,4,6-triisopropylbenzenesulfonyl)oxy)-6-methylpyrimidin-5-yl)methyl)phenyl)acetonitrile

HRID 445053ノート

反応式

HRID 445053 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([OH:8])[C:5]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]#[N:18])=[CH:12][CH:11]=2)=[C:4]([CH3:19])[N:3]=1.[CH:20]([C:23]1[CH:28]=[C:27]([CH:29]([CH3:31])[CH3:30])[CH:26]=[C:25]([CH:32]([CH3:34])[CH3:33])[C:24]=1[S:35](Cl)(=[O:37])=[O:36])([CH3:22])[CH3:21].C1N2CCN(CC2)C1.O>C1COCC1.C(#N)C>[NH2:1][C:2]1[N:7]=[C:6]([O:8][S:35]([C:24]2[C:25]([CH:32]([CH3:33])[CH3:34])=[CH:26][C:27]([CH:29]([CH3:31])[CH3:30])=[CH:28][C:23]=2[CH:20]([CH3:22])[CH3:21])(=[O:37])=[O:36])[C:5]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]#[N:18])=[CH:12][CH:11]=2)=[C:4]([CH3:19])[N:3]=1

参加物

7

反応物 4

HCID 962Water3 回HCID 9237DabcoHCID 810422,4,6-Tris(1-methylethyl)benzenesulfonyl chlorideHCID 178433372HCID 178433372、化合物

生成物 1

HCID 866479282-(4-((2-Amino-4-((2,4,6-triisopropylbenzenesulfonyl)oxy)-6-methylpyrimidin-5-yl)methyl)phenyl)acetonitrile

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
30 °C

実験手順

A suspension of the product from step (ii) (6.0 g, 23.6 mmol), 2,4,6-triisopropylbenzenesulfonyl chloride (9.28 g, 30.6 mmol) and DABCO (4.76 g, 42.5 mmol) in THF (48.0 g) was stirred at 30° C. for 7 hours. Water (9.6 g) was added to the mixture and the organic layer was separated and concentrated under reduced pressure to give a solid. The solid was dissolved in acetonitrile (57.0 g) and heated to 60° C. Water (36.0 g) was added to the solution and the mixture was stirred at 60° C. for 1 hour. Water (36.0 g) was added to the mixture and the mixture was cooled to 5° C. and stirred at 5° C. for 1 hour. The resulting precipitate was collected by filtration, washed duplicate with combined solution of water (9.0 g) and acetonitrile (3.6 g), and dried to give the subtitle is compound as a solid, 11.6 g.

後処理

  1. customthe organic layer was separated
  2. concentrationconcentrated under reduced pressure
  3. customto give a solid
  4. temperatureheated to 60° C
  5. stirringthe mixture was stirred at 60° C. for 1 hour
  6. temperaturethe mixture was cooled to 5° C.
  7. stirringstirred at 5° C. for 1 hour
  8. filtrationThe resulting precipitate was collected by filtration
  9. washwashed duplicate with combined solution of water (9.0 g) and acetonitrile (3.6 g)
  10. customdried
  11. customto give the subtitle

出典と根拠

ORDレコード
ord-1acdc72d829b415bb07dea0f4f98e01d
出典データセット
uspto-grants-2013_07
特許番号
US08476288B2

反応ノート

読み込み中…