Diisopropylamine → HCID 57713860, 화합물

HRID 1984066노트

반응식

HRID 1984066 반응식
[Cl:1][C:2]1[C:3]2[C:17]([C:18]#[C:19][CH2:20]O)=[CH:16][N:15]([CH2:22][C:23]3[C:28]([CH3:29])=[C:27]([O:30][CH3:31])[C:26]([CH3:32])=[CH:25][N:24]=3)[C:4]=2[N:5]=[C:6]([NH:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[N:7]=1.CS(Cl)(=O)=O.S([O-])(=O)(=O)C.[CH:43]([NH:46][CH:47]([CH3:49])[CH3:48])([CH3:45])[CH3:44]>C(Cl)Cl.CCN(CC)CC>[Cl:1][C:2]1[C:3]2[C:17]([C:18]#[C:19][CH2:20][N:46]([CH:47]([CH3:49])[CH3:48])[CH:43]([CH3:45])[CH3:44])=[CH:16][N:15]([CH2:22][C:23]3[C:28]([CH3:29])=[C:27]([O:30][CH3:31])[C:26]([CH3:32])=[CH:25][N:24]=3)[C:4]=2[N:5]=[C:6]([NH:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[N:7]=1

참가 물질

7

반응물 4

HCID 7912DiisopropylamineHCID 31297Methanesulfonyl chlorideHCID 85257MethanesulfonateHCID 57713810HCID 57713810, 화합물

생성물 1

HCID 57713860HCID 57713860, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8471Triethylamine용매

실험 절차

A solution of N-[4-chloro-5-(3-hydroxy-prop-1-ynyl)-7-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl]-2,2-dimethyl-propionamide (9.0 g, 19.7 mmol) and Et3N (2 mL) in DCM (50 mL) was treated with MsCl (15.3 mL, 19.7 mmol) at 0° C. for 20 min and evaporated to give a yellow solid, containg mostly the desired mesylate (10.7 g). An aliquot of this solid (106.8 mg, 0.2 mmol) was treated with diisopropylamine (20.3 mg, 28.1 μL) in DCM (2 mL) at 0° C. for 10 h, and then at 25° C. for 3 days. Evaporation and prepartive plate chromatography gave the title compound.

후처리

  1. customevaporated
  2. customto give a yellow solid
  3. customEvaporation and prepartive plate chromatography

출처 및 근거

ORD 기록
ord-9bc0aafae9d940889a6cdf1907a944de
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544672B2

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