Hydrochloric Acid → HCID 18973026、化合物

HRID 2394336ノート

反応式

HRID 2394336 の反応式
[Na].[Cl:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][N:11]=1)[NH:8][C:7](=[O:12])[CH2:6]2.[S:13]1[CH:17]=[CH:16][CH:15]=[C:14]1[C:18](OCC)=[O:19].Cl>C(O)C>[Cl:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][N:11]=1)[NH:8][C:7](=[O:12])[CH:6]2[C:18](=[O:19])[C:14]1[S:13][CH:17]=[CH:16][CH:15]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 76052Ethyl 2-thenoateHCID 5360545Sodium2 回HCID 189730325-Chloro-1,3-dihydro-2H-pyrrolo[2,3-c]pyridin-2-one

生成物 1

HCID 18973026HCID 18973026、化合物収率 34.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Pellets of sodium metal (232 mg, 10 mmol) were added to dry ethanol (10 mL) in a dry round-bottomed flask. When dissolution of the sodium was complete, solid 5-chloro-6-azaoxindole (340 mg, 2.0 mmol) was added followed by ethyl 2-thiophenecarboxylate (0.54 mL, 4.0 mmol). The mixture was heated under nitrogen at reflux overnight during which a precipitate formed. The mixture was cooled, poured into ice/water and acidified to pH 4 with 6N HCl solution. The solid product (475 mg) was collected by filtration, washed with water, and dried in the air. This material was recrystallized from methanol to afford the title compound (190 mg, 34%). 1H NMR (DMSO-d6): δ10.62 (br s, 1H), 8.79 (d, J=3.2 Hz, 1H), 7.92 (s, 1H), 7.77 (d, J=5 Hz, 1H), 7.65 (s, 1H), 7.17-7.14 (m, 1H).

後処理

  1. temperatureThe mixture was heated under nitrogen
  2. temperatureat reflux overnight during which a precipitate
  3. customformed
  4. temperatureThe mixture was cooled
  5. filtrationThe solid product (475 mg) was collected by filtration
  6. washwashed with water
  7. customdried in the air
  8. customThis material was recrystallized from methanol

出典と根拠

ORDレコード
ord-9ea4e84eadc74b05a774315ddac21b67
出典データセット
uspto-grants-1998_09
特許番号
US05811432

反応ノート

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