Ammonia → 3-(4-aminophenyl)-1H-pyrrolo[2,3-c]pyridine-2-carboxamide

HRID 550890

반응식

HRID 550890 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[C:11](=[CH:12][N:13]=[CH:14][CH:15]=3)[NH:10][C:9]=2[C:17]([O:19]CC)=O)=[CH:4][CH:3]=1.[NH3:22].C>CO>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:16]3[C:11](=[CH:12][N:13]=[CH:14][CH:15]=3)[NH:10][C:9]=2[C:17]([NH2:22])=[O:19])=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 222Ammonia2회HCID 297MethaneHCID 57445352ethyl 3-(4-aminophenyl)-1H-pyrrolo[2,3-c]pyridine-2-carboxylate

생성물 1

HCID 574453513-(4-aminophenyl)-1H-pyrrolo[2,3-c]pyridine-2-carboxamide

시약·촉매·용매 1

HCID 887Methanol용매2회

반응 조건

온도
80 °C

실험 절차

To a solution of 600 mg of ethyl 3-(4-aminophenyl)-1H-pyrrolo[2,3-c]pyridine-2-carboxylate in 62 mL of a 3N solution of ammonia in methanol are added 11 mL of 22% aqueous ammonia solution. The reaction mixture is stirred for 20 hours in an autoclave at 80° C. (12 bar) and then concentrated under reduced pressure. The residue obtained is diluted in 100 mL of methanol, treated with carbon black and refluxed for 30 minutes. The mixture is filtered while hot through Celite and then rinsed with 2×10 mL of methanol. The filtrate is concentrated under reduced pressure to give 490 mg of 3-(4-aminophenyl)-1H-pyrrolo[2,3-c]pyridine-2-carboxamide in the form of a foam, the characteristics of which are as follows:

후처리

  1. concentrationconcentrated under reduced pressure
  2. customThe residue obtained
  3. temperaturerefluxed for 30 minutes
  4. filtrationThe mixture is filtered while hot through Celite
  5. washrinsed with 2×10 mL of methanol
  6. concentrationThe filtrate is concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-c60b686cf9d64fde9506cbd257302c6d
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947706B2

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