Hydrochloric Acid → HCID 18973026, 화합물

HRID 2394336노트

반응식

HRID 2394336 반응식
[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

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 76052Ethyl 2-thenoateHCID 5360545Sodium2회HCID 189730325-Chloro-1,3-dihydro-2H-pyrrolo[2,3-c]pyridin-2-one

생성물 1

HCID 18973026HCID 18973026, 화합물수율 34.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9ea4e84eadc74b05a774315ddac21b67
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05811432

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