Water → 5-chloro-N-(3-(methylsulfonyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine

HRID 1410045

반응식

HRID 1410045 반응식
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[N:10]=[CH:9][S:8][C:6]=2[N:7]=1.[CH3:12][S:13]([C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19])(=[O:15])=[O:14].CCN(C(C)C)C(C)C.O>CS(C)=O>[Cl:1][C:2]1[N:3]=[C:4]([NH:19][C:18]2[CH:20]=[CH:21][CH:22]=[C:16]([S:13]([CH3:12])(=[O:15])=[O:14])[CH:17]=2)[C:5]2[N:10]=[CH:9][S:8][C:6]=2[N:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 4280293-(Methylsulphonyl)anilineHCID 6096395,7-Dichlorothiazolo(5,4-d)pyrimidine

생성물 1

HCID 866717835-chloro-N-(3-(methylsulfonyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine수율 66.5%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A mixture of 5,7-dichlorothiazolo[5,4-d]pyrimidine (200 mg, 0.97 mmol), 3-(methylsulfonyl)aniline (182 mg, 1.07 mmol) and DIEA (375 g, 2.91 mmol) in 20 mL of DMSO was stirred at room temperature overnight. The mixture was poured into 150 mL of water and filtered, the solid obtained was washed with petroleum ether dried to give crude product which was purified by silica gel chromatography, silica gel 200-300 mesh, eluting with ethyl acetate to give 5-chloro-N-(3-(methylsulfonyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine (220 mg, 66%) as a yellow solid. LC-MS: 341 [M+H]+, 3621 [M+Na]+, tR=1.48 min.

후처리

  1. filtrationfiltered
  2. customthe solid obtained
  3. washwas washed with petroleum ether
  4. customdried
  5. customto give crude product which
  6. customwas purified by silica gel chromatography, silica gel 200-300 mesh
  7. washeluting with ethyl acetate

출처 및 근거

ORD 기록
ord-e2a1636c09e24f2db36d3015fdf41f92
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921383B2

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