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

HRID 1410050

反応式

HRID 1410050 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1a91775b80fe4d359ae99ac26c5b7e9b
出典データセット
uspto-grants-2014_12
特許番号
US08921383B2

関連ノート

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