Water → 5-chloro-N-(3-(2-(methoxymethyl)pyrrolidin-1-yl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine

HRID 1410050

반응식

HRID 1410050 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][O:13][CH2:14][CH:15]1[CH2:19][CH2:18][CH2:17][N:16]1[C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][CH:26]=1)[NH2:23].CCN(C(C)C)C(C)C.O>CS(C)=O>[Cl:1][C:2]1[N:3]=[C:4]([NH:23][C:22]2[CH:24]=[CH:25][CH:26]=[C:20]([N:16]3[CH2:17][CH2:18][CH2:19][CH:15]3[CH2:14][O:13][CH3:12])[CH:21]=2)[C:5]2[N:10]=[CH:9][S:8][C:6]=2[N:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 6096395,7-Dichlorothiazolo(5,4-d)pyrimidineHCID 683793313-(2-(Methoxymethyl)pyrrolidin-1-yl)aniline

생성물 1

HCID 866717845-chloro-N-(3-(2-(methoxymethyl)pyrrolidin-1-yl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine수율 64.1%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A mixture of 5,7-dichlorothiazolo[5,4-d]pyrimidine (170 mg, 0.83 mmol), 3-(2-(methoxymethyl)pyrrolidin-1-yl)aniline (170 mg, 0.83 mmol) and DIEA (214 g, 1.66 mmol) in 15 mL of DMSO was stirred at room temperature overnight. 100 mL of water were added, the mixture was extracted with ethyl acetate (3×30 mL). The organic layer was washed with water (2×30 mL) and brine (30 mL), concentrated under reduced pressure to give 5-chloro-N-(3-(2-(methoxymethyl)pyrrolidin-1-yl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine (200 mg, 64%) as a yellow solid. LC-MS: 376 [M+H]+, tR=1.75 min.

후처리

  1. extractionthe mixture was extracted with ethyl acetate (3×30 mL)
  2. washThe organic layer was washed with water (2×30 mL) and brine (30 mL)
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1a91775b80fe4d359ae99ac26c5b7e9b
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921383B2

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