1H-Indazole → HCID 9878877, 화합물

HRID 2121863노트

반응식

HRID 2121863 반응식
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[C:11]([NH:17][CH2:18][CH:19]([OH:21])[CH3:20])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:22]1C2C(=CC=CC=2)C=N1.N([O-])=O.[Na+]>[Zn]>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:12]([CH:13]=[N:22][N:17]2[CH2:18][CH:19]([OH:21])[CH3:20])=[CH:15][CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 92211H-IndazoleHCID 22247174HCID 22247174, 화합물HCID 23668193Sodium Nitrite

생성물 1

HCID 9878877HCID 9878877, 화합물수율 60%

시약·촉매·용매 1

HCID 23994Zinc촉매

실험 절차

The product of Step C (202.7 g, 0.71 mol) was treated as described for Steps C and D of Preparation 3. After the nitrosamine intermediate had been converted to a mixture of the desired indazole product and unreacted starting material (5:1), sodium nitrite (29.5 g, 0.43 mol) was added to renitrosate the starting material. Zinc dust (84 g, 1.28 mol) was then added in portions with cooling as described. When the starting material was consumed, the reaction mixture was worked up as described and combined with the product from another batch that started with 176 g of the product of Step C. The combined crude products were purified by chromatography (Biotage Kiloprep-250) to give a solid (226 g, 60%): 99% purity by HPLC.

후처리

  1. customas described for Steps C and D of Preparation 3
  2. additionwas added
  3. temperaturewith cooling
  4. customWhen the starting material was consumed
  5. customwere purified by chromatography (Biotage Kiloprep-250)

출처 및 근거

ORD 기록
ord-7e1a616fbee2491ea2fdcdb87ea6d594
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06696476B2

반응 노트

불러오는 중…