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Potassium Hydroxide → 2-Benzyloxymethyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

HRID 57722
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HRID 57722 반응식
[OH-].[K+].[CH2:3]([O:10][CH2:11][C:12]([NH:14][N:15]1[C:19]([C:20]([NH2:22])=[O:21])=[CH:18][N:17]=[CH:16]1)=O)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O.CCO>[CH2:3]([O:10][CH2:11][C:12]1[NH:22][C:20](=[O:21])[C:19]2=[CH:18][N:17]=[CH:16][N:15]2[N:14]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 897148121-[[2-(Phenylmethoxy)acetyl]amino]-1H-imidazole-5-carboxamide

생성물 1

HCID 1365928012-Benzyloxymethyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one수율 71.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

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온도
110 °C

실험 절차

A solution of KOH (4.4 g, 78.5 mmol) in water (50 mL) was added dropwise to a solution of compound 3 (7.3 g, 26.6 mmol) in EtOH (60 mL) at room temperature. The resulting solution was heated to 110° C. for 3 hours. After removal of the organic solvent, the mixture was poured into ice water and the pH was adjusted to 7.0 with 1M aqueous HCl solution. The suspension was filtered and the filtrate was dried to afford compound 4 (4.9 g, 71% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 12.05 (s, 1H), 8.45 (s, 1H), 7.74 (s, 1H), 7.39˜7.29 (m, 5H), 4.59 (s, 2H), 4.36 (s, 2H). LC-MS: m/z 257.2 [M+H]+.

후처리

  1. customAfter removal of the organic solvent
  2. additionthe mixture was poured into ice water
  3. filtrationThe suspension was filtered
  4. customthe filtrate was dried

출처 및 근거

ORD 기록
ord-bd29fcaf3967415291649e417f9726a5
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09434733B2

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