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

HRID 445053노트

반응식

HRID 445053 반응식
[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

참가 물질

7

반응물 4

HCID 962Water3회HCID 9237DabcoHCID 810422,4,6-Tris(1-methylethyl)benzenesulfonyl chlorideHCID 178433372HCID 178433372, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
30 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1acdc72d829b415bb07dea0f4f98e01d
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476288B2

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