Hydrochloric Acid → HCID 178490840, 화합물

HRID 853697

반응식

HRID 853697 반응식
[CH3:1][O:2][C:3]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:4]=1[CH2:5][N:6]1[C:10](=[O:11])[CH2:9][CH2:8][C:7]1=[O:12].C[O:20][C:21]([C:23]1[C:28]([C:29](OC)=[O:30])=[CH:27][CH:26]=[CH:25][N:24]=1)=O.[H-].[Na+].Cl>O1CCCC1.CCOCC.CO>[CH3:1][O:2][C:3]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:4]=1[CH2:5][N:6]1[C:7](=[O:12])[C:8]2[C:21]([OH:20])=[C:23]3[C:28]([CH:27]=[CH:26][CH:25]=[N:24]3)=[C:29]([OH:30])[C:9]=2[C:10]1=[O:11]

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydride2회HCID 690582,3-Dimethyl 2,3-pyridinedicarboxylateHCID 113910141-(2,4-Dimethoxybenzyl)pyrrolidine-2,5-dione

생성물 1

HCID 178490840HCID 178490840, 화합물수율 52%

시약·촉매·용매 3

HCID 887Methanol용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
80 °C

실험 절차

To 1-(2,4-dimethoxy-benzyl)-pyrrolidine-2,5-dione 299 (1.4 g, 5.6 mmol) and pyridine-2,3-dicarboxylic acid dimethyl ester (1.13 g, 5.8 mmol) dissolved in tetrahydrofuran (60 ml) and methanol (7.0 ml) was added a 60% dispersion of sodium hydride in mineral oil (NaH, 492 mg, 12.3 mmol). The reaction mixture was warmed to 80° C. and kept at 80° C. with stirring overnight. The reaction mixture was placed in an ice bath and titrated to a pH of 4 with 1 M HCl. 200 ml of ether was added and the resulting yellow solid was collected by filtration. The solid was washed twice with ether, twice with water, and dried under high vacuum with heating to provide 7-(2,4-dimethoxy-benzyl)-5,9-dihydroxy-pyrrolo[3,4-g]quinoline-6,8-dione 300 (1.1 g, 52%). 1H NMR (d-DMSO) δ 10.8 (broad, 2H), 9.0 (d, 1H), 8.67 (d, 1H), 7.72 (m, 1H), 6.90 (d, 1H), 6.5 (d, 1H), 6.38 (dd, 1H), 4.58 (s, 2H), 3.76 (s, 3H), 3.66 (s, 3H). MS: 382.1 (M+1)

후처리

  1. customkept at 80° C.
  2. customThe reaction mixture was placed in an ice bath
  3. filtrationthe resulting yellow solid was collected by filtration
  4. washThe solid was washed twice with ether, twice with water
  5. customdried under high vacuum
  6. temperaturewith heating

출처 및 근거

ORD 기록
ord-7adba5056dd74c53b5a131f5b6310119
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253180B2

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