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Triethylamine → 4-Oxo-N-((4'-((((5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)sulfonyl)methyl)biphenyl-3-yl)methyl)-3,4-dihydroquinazoline-2-carboxamide

HRID 606433
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HRID 606433 반응식
[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][S:16]([CH2:19][C:20]3[NH:21][C:22](=[O:25])[NH:23][N:24]=3)(=[O:18])=[O:17])=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1.[O:26]=[C:27]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[N:30]=[C:29]([C:37](OCC)=[O:38])[NH:28]1.C(N(CC)CC)C.CC(N(C)C)=O>CCO.C(OCC)(=O)C>[O:26]=[C:27]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[N:30]=[C:29]([C:37]([NH:1][CH2:2][C:3]2[CH:4]=[C:5]([C:9]3[CH:14]=[CH:13][C:12]([CH2:15][S:16]([CH2:19][C:20]4[NH:21][C:22](=[O:25])[NH:23][N:24]=4)(=[O:17])=[O:18])=[CH:11][CH:10]=3)[CH:6]=[CH:7][CH:8]=2)=[O:38])[NH:28]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 31374DimethylacetamideHCID 135437466Ethyl 4-oxo-3,4-dihydroquinazoline-2-carboxylateHCID 1360544705-[({[3'-(aminomethyl)biphenyl-4-yl]methyl}sulfonyl)methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

생성물 1

HCID 1360544874-Oxo-N-((4'-((((5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl)sulfonyl)methyl)biphenyl-3-yl)methyl)-3,4-dihydroquinazoline-2-carboxamide
수율 55%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 5-[({[3′-(aminomethyl)biphenyl-4-yl]methyl}sulfonyl)methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one obtained in Reference Example 111 (0.060 g, 0.167 mmol), ethyl 4-oxo-3,4-dihydro-2-quinazolinecarboxylate obtained according to the methods described in Journal of Organic Chemistry (1978), 43(23), 4485-7 and the like (0.024 g, 0.112 mmol) and triethylamine (0.389 mL, 1.12 mmol) in EtOH (3 mL)-DMA (3 mL) was stirred at 90° C. for 24 hr. The reaction mixture was diluted with ethyl acetate, washed with 0.1N hydrochloric acid and saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was crystallized from EtOH-diethyl ether to give the title compound as a pale-yellow powder (0.032 g, 55%).

후처리

  1. customobtained
  2. washwashed with 0.1N hydrochloric acid and saturated brine
  3. dry with materialdried over sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was crystallized from EtOH-diethyl ether

출처 및 근거

ORD 기록
ord-2344f62c362b4664ba4ddf5775acdd18
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07915267B2

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