Ethanolamine → 2-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-[(2-hydroxyethyl)amino]-7-methyl-7,9-dihydro-8H-purin-8-one

HRID 510114노트

반응식

HRID 510114 반응식
[F:1][C:2]1[CH:29]=[CH:28][CH:27]=[CH:26][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]2[N:22]=[C:21]3[C:17]([N:18]([CH3:24])[C:19](=[O:23])[NH:20]3)=[C:16](I)[N:15]=2)=[N:6]1.[NH2:30][CH2:31][CH2:32][OH:33]>CN1CCCC1=O>[F:1][C:2]1[CH:29]=[CH:28][CH:27]=[CH:26][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]2[N:22]=[C:21]3[C:17]([N:18]([CH3:24])[C:19](=[O:23])[NH:20]3)=[C:16]([NH:30][CH2:31][CH2:32][OH:33])[N:15]=2)=[N:6]1

참가 물질

4

반응물 2

HCID 700EthanolamineHCID 867200522-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-iodo-7-methyl-7,9-dihydro-8H-purin-8-one

생성물 1

HCID 666136722-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-[(2-hydroxyethyl)amino]-7-methyl-7,9-dihydro-8H-purin-8-one

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

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온도
150 °C

실험 절차

200 mg (0.399 mmol) of the compound obtained in example 107 were dissolved in N-methylpyrrolidone (4 ml) and admixed with 2-aminoethanol (1.5 ml), and then heated in a microwavable flask with septum in a microwave at 150° C. for 5 h. The reaction mixture was purified by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient). 31 mg of the title compound were obtained (18% of theory).

후처리

  1. customThe reaction mixture was purified by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient)

출처 및 근거

ORD 기록
ord-fd61565dedb847faa184c385bccd61a1
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096592B2

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