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1-Butanol → 6-(4-Hydroxyphenyl)-1-(2-morpholinoethyl)-1H-imidazo[4,5-B]pyrazin-2(3H)-one

HRID 1014708
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HRID 1014708 반응식
Br[C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[C:5]([NH2:17])=[N:4][CH:3]=1.BrC1N=[C:21](N)[C:22](N)=NC=1.[O:27]1CCN(CCN)C[CH2:28]1.C(N(C(C)C)CC)(C)C.[CH2:45]([OH:49])[CH2:46][CH2:47][CH3:48]>>[OH:49][C:45]1[CH:22]=[CH:21][C:48]([C:2]2[N:7]=[C:6]3[N:8]([CH2:9][CH2:10][N:11]4[CH2:16][CH2:15][O:14][CH2:13][CH2:12]4)[C:28](=[O:27])[NH:17][C:5]3=[N:4][CH:3]=2)=[CH:47][CH:46]=1
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참가 물질

6

반응물 5

HCID 2631-ButanolHCID 81531DiisopropylethylamineHCID 4082852-MorpholinoethylamineHCID 27718575-Bromopyrazine-2,3-diamineHCID 717297036-Bromo-N2-(2-morpholinoethyl)pyrazine-2,3-diamine

생성물 1

HCID 1358710166-(4-Hydroxyphenyl)-1-(2-morpholinoethyl)-1H-imidazo[4,5-B]pyrazin-2(3H)-one
수율 88%

실험 절차

6-Bromo-N2-(2-morpholinoethyl)pyrazine-2,3-diamine. In a sealed tube, a solution of 5-bromopyrazine-2,3-diamine (5.0 g, 19.7 mmol), 2-morpholinoethanamine (5.14 g, 39.5 mmol), diisopropylethylamine (6.9 mL, 39.5 mmol) in n-butanol (100 mL) was heated at 120° C. for 17 h. The volatiles were removed under reduced pressure. The residue was taken up in hexanes and diethylether and sonicated. The resulting precipitate was collected by filtration to provide the title compound (5.23 g, 88%). MS (ESI) m/z 304.2 [M+1]+.

후처리

  1. customThe volatiles were removed under reduced pressure
  2. customdiethylether and sonicated
  3. filtrationThe resulting precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-88f1586c793648dca07a1937c8ae7bb4
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07981893B2

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