Water → 1-(4-oxo-3,4,6,7,8,9-hexahydro-benzo[g]quinazolin-2-yl)-1H-pyrazole-4-carboxylic acid

HRID 1428858

반응식

HRID 1428858 반응식
O.[OH-].[Li+].O.C([O:7][C:8]([C:10]1[CH:11]=[N:12][N:13]([C:15]2[NH:24][C:23](=[O:25])[C:22]3[C:17](=[CH:18][C:19]4[CH2:29][CH2:28][CH2:27][CH2:26][C:20]=4[CH:21]=3)[N:16]=2)[CH:14]=1)=[O:9])C>C1COCC1>[O:25]=[C:23]1[C:22]2[C:17](=[CH:18][C:19]3[CH2:29][CH2:28][CH2:27][CH2:26][C:20]=3[CH:21]=2)[N:16]=[C:15]([N:13]2[CH:14]=[C:10]([C:8]([OH:9])=[O:7])[CH:11]=[N:12]2)[NH:24]1

참가 물질

5

반응물 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 1363371811-(4-oxo-3,4,6,7,8,9-hexahydro-benzo[g]quinazolin-2-yl)-1H-pyrazole-4-carboxylic acid ethyl ester

생성물 1

HCID 1360276431-(4-oxo-3,4,6,7,8,9-hexahydro-benzo[g]quinazolin-2-yl)-1H-pyrazole-4-carboxylic acid수율 95.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Lithium hydroxide monohydrate (25.5 mg, 0.608 mmol) and water (0.45 mL) were added to 1-(4-oxo-3,4,6,7,8,9-hexahydro-benzo[g]quinazolin-2-yl)-1H-pyrazole-4-carboxylic acid ethyl ester (87.5 mg, 0.259 mmol) in THF (0.55 mL). The reaction mixture was stirred at room temperature for 18 h and was then concentrated. The residue was redissolved in water (5 mL) and this solution was brought to pH 1 with 1M aqueous HCl. The resulting precipitate was collected and dried to yield the titled compound (76.6 mg, 95% yield). MS (ESI/Cl): mass calcd. for C16H14N4O3, 310.1; m/z found, 311.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6): 13.00 (s, 1H), 12.61 (s, 1H), 8.91 (s, 1H), 8.24 (s, 1H), 7.83 (s, 1H), 7.40 (s, 1H), 2.89 (br d, J=4.7 Hz, 4H), 1.84-1.72 (m, 4H).

후처리

  1. concentrationwas then concentrated
  2. dissolutionThe residue was redissolved in water (5 mL)
  3. customThe resulting precipitate was collected
  4. customdried

출처 및 근거

ORD 기록
ord-d0919dbe1ea849da89f0881d29ebfe0f
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08937078B2

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