Tetrabutylammonium Fluoride → 2-tert-Butyl-6-ethynyl-pyrazolo[1,5-a]pyrimidine

HRID 1426208노트

반응식

HRID 1426208 반응식
[C:1]([C:5]1[CH:19]=[C:8]2[N:9]=[CH:10][C:11]([C:13]#[C:14][Si](C)(C)C)=[CH:12][N:7]2[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>ClCCl>[C:1]([C:5]1[CH:19]=[C:8]2[N:9]=[CH:10][C:11]([C:13]#[CH:14])=[CH:12][N:7]2[N:6]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 583167152-tert-Butyl-6-trimethylsilanylethynyl-pyrazolo[1,5-a]pyrimidine

생성물 1

HCID 583167022-tert-Butyl-6-ethynyl-pyrazolo[1,5-a]pyrimidine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2-tert-Butyl-6-trimethylsilanylethynyl-pyrazolo[1,5-a]pyrimidine (example 21, step 1) (2.4 g, 8.85 mmol) was dissolved in dichloromethane (10 ml) and tetrabutylammoniumfluoride on silica gel (7.1 g, 10.6 mmol, 1.5 mmol/g) was added at room temperature. The mixture was stirred for 2 hours at room temperature and purified by flash chromatography by directly loading the mixture onto a 70 g silica gel column and eluting with heptane:ethyl acetate 100:0→40:60. The desired compound was obtained as a light yellow solid (1.45 g, 83% yield), MS: m/e=200.2 (M+H+).

후처리

  1. custompurified by flash chromatography by directly loading the mixture onto a 70 g silica gel column
  2. washeluting with heptane:ethyl acetate 100:0→40:60

출처 및 근거

ORD 기록
ord-fa5d23a655d5405384a3cbfe4c39c521
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933094B2

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