Acetic Anhydride → 7(1-ethyl-2-methyl-3-indolyl)-7-(diphenylamino)furo[3,4-b]-pyridine-5(7H)-one

HRID 1388979노트

반응식

HRID 1388979 반응식
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]([C:14]2[C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=[CH:16][N:15]=2)=O)=[C:4]1[CH3:23])[CH3:2].C([N:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:28]([C:35]([C:37]2[C:38](C(O)=O)=NC=CC=2)=O)=[C:27]1[CH3:46])C.C1(NC2C=CC=CC=2)C=CC=CC=1.C(OC(=O)C)(=O)C>N1C=CC=CC=1>[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2([N:26]([C:27]3[CH:28]=[CH:35][CH:37]=[CH:38][CH:46]=3)[C:34]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:14]3=[N:15][CH:16]=[CH:17][CH:18]=[C:19]3[C:20](=[O:22])[O:21]2)=[C:4]1[CH3:23])[CH3:2]

참가 물질

6

반응물 4

HCID 7918Acetic AnhydrideHCID 11487DiphenylamineHCID 1090822-Pyridinecarboxylic acid, 3-[(1-ethyl-2-methyl-1H-indol-3-yl)carbonyl]-HCID 1123443-Pyridinecarboxylic acid, 2-((1-ethyl-2-methyl-1H-indol-3-yl)carbonyl)-

생성물 1

HCID 205343067(1-ethyl-2-methyl-3-indolyl)-7-(diphenylamino)furo[3,4-b]-pyridine-5(7H)-one

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A mixture containing 4.5 g. of an isomer mixture comprising 2-[(1-ethyl-2-methyl-3-indolyl)carbonyl]-3-pyridinecarboxylic acid and 3-[(1-ethyl-2-methyl-3-indolyl)carbonyl]-2-pyridinecarboxylic acid, 2.5 g. of diphenylamine and 30 ml. of acetic anhydride was stirred 6.5 hours, then treated with one ml. of pyridine and allowed to stand overnight. The reaction mixture was poured into 750 ml. of water and the resulting solid product was purified by column chromatography affording 7(1-ethyl-2-methyl-3-indolyl)-7-(diphenylamino)furo[3,4-b]-pyridine-5(7H)-one as a light orange solid, m.p. 132.5°-136° C. A toluene solution of the product contacted with acidic clay or phenolic resin developed an orange image.

후처리

  1. additionA mixture containing 4.5 g
  2. additiontreated with one ml
  3. additionThe reaction mixture was poured into 750 ml
  4. customof water and the resulting solid product was purified by column chromatography

출처 및 근거

ORD 기록
ord-465f4d020f0949dba67b77abb2df175a
출처 데이터셋
uspto-grants-1981_01
특허 번호
US04243250

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