Hydrochloric Acid → HCID 178490840、化合物

HRID 853697

反応式

HRID 853697 の反応式
[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]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydride2 回HCID 690582,3-Dimethyl 2,3-pyridinedicarboxylateHCID 113910141-(2,4-Dimethoxybenzyl)pyrrolidine-2,5-dione

生成物 1

HCID 178490840HCID 178490840、化合物収率 52%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
80 °C

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-7adba5056dd74c53b5a131f5b6310119
出典データセット
uspto-grants-2007_08
特許番号
US07253180B2

関連ノート

読み込み中…