Tetrahydrofuran → (S)-6-bromo-1-(1-phenylethyl)-1H-imidazo[4,5-b]pyrazin-2-ol

HRID 388094노트

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HRID 388094 반응식
[Br:1][C:2]1[N:7]=[C:6]2[N:8]([C@H:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH3:13])[C:9](=[O:11])[NH:10][C:5]2=[N:4][CH:3]=1.BrC1N=C(N[C@H:28]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH3:29])C(N)=NC=1.[C:37](N1C=CN=C1)([N:39]1C=CN=C1)=O.O1CCC[CH2:50]1>CO>[CH3:50][N:10]1[C:5]2=[N:4][CH:3]=[C:2]([C:35]3[CH:34]=[CH:33][CH:32]=[C:31]4[C:30]=3[CH:28]=[CH:29][CH:37]=[N:39]4)[N:7]=[C:6]2[N:8]([C@H:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:13])[C:9]1=[O:11].[Br:1][C:2]1[N:7]=[C:6]2[N:8]([C@H:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH3:13])[C:9](=[O:11])[NH:10][C:5]2=[N:4][CH:3]=1

참가 물질

7

반응물 4

HCID 8028TetrahydrofuranHCID 682631,1'-CarbonyldiimidazoleHCID 24815573(S)-6-bromo-1-(1-phenylethyl)-1H-imidazo[4,5-b]pyrazin-2-olHCID 57880841HCID 57880841, 화합물

생성물 2

HCID 24815573(S)-6-bromo-1-(1-phenylethyl)-1H-imidazo[4,5-b]pyrazin-2-ol수율 62%HCID 66699676(S)-1-Methyl-3-(1-phenylethyl)-5-(quinolin-5-YL)-1H-imidazo[4,5-B]pyrazin-2(3H)-one

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(S)-6-Bromo-1-(1-phenylethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one. The title compound was prepared using (S)-6-bromo-N2-(1-phenylethyl)pyrazine-2,3-diamine (See Example 3.A) (0.50 g, 1.71 mmol), 1,1′-carbonyldiimidazole (0.35 g, 2.13 mmol), and tetrahydrofuran (7 mL) as described in General Procedure D1. The crude material was dissolved in methanol (5 mL), and the product was triturated with H2O while sonicating. The resulting precipitate was filtered and dried in a vacuum oven overnight to afford 0.34 g (1.07 mmol, 62%) of (S)-6-bromo-1-(1-phenylethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one. MS (ESI) m/z 319.4 [M+1]+.

후처리

  1. customthe product was triturated with H2O
  2. customwhile sonicating
  3. filtrationThe resulting precipitate was filtered
  4. customdried in a vacuum oven overnight

출처 및 근거

ORD 기록
ord-c5b65e77832c40acb870a62bbb8e16f1
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372976B2

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