1H-Indazole → HCID 9878877、化合物

HRID 2121863ノート

反応式

HRID 2121863 の反応式
[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

参加物

5

反応物 3

HCID 92211H-IndazoleHCID 22247174HCID 22247174、化合物HCID 23668193Sodium Nitrite

生成物 1

HCID 9878877HCID 9878877、化合物収率 60%

試薬・触媒・溶媒 1

HCID 23994Zinc触媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-7e1a616fbee2491ea2fdcdb87ea6d594
出典データセット
uspto-grants-2004_02
特許番号
US06696476B2

反応ノート

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