Triethylamine → HCID 14459860、化合物

HRID 1032703ノート

反応式

HRID 1032703 の反応式
Cl.Cl.[CH3:3][N:4]([CH3:11])[CH:5]1[CH2:10][CH2:9][CH2:8][NH:7][CH2:6]1.[NH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([C:21](O)=[O:22])=[N:13]1.C(N(CC)CC)C>ClCCl>[CH3:3][N:4]([CH3:11])[CH:5]1[CH2:10][CH2:9][CH2:8][N:7]([C:21]([C:14]2[C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[NH:12][N:13]=2)=[O:22])[CH2:6]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 78250Indazole-3-carboxylic acidHCID 14459855N,N-Dimethylpiperidin-3-amine--hydrogen chloride (1/2)

生成物 1

HCID 14459860HCID 14459860、化合物収率 12.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Dicyclohexycarbodiimide (1.25 g) was added to a stirred solution of 3-dimethylaminopiperidine dihydrochloride (1 g, 5 mmol), indazole3-carboxylic acid (1.05 g, 6 mmol) and triethylamine (1.25 g) in dichloromethane (25 ml). The mixture was stirred for 48 h, filtered and the filtrate extracted with 1M hydrochloric acid. The acid extracts were combined, washed with a little dichloromethane then basified with ammonia solution and back-extracted into chloroform. The extract was dried and evaporated. The residue was chromotographed on silica using methanol-methyl acetate (1:9) as eluent to give the product which was crystallised from a low volume of ethyl acetate to give the product (0.165 g) mp 141-142° C.

後処理

  1. filtrationfiltered
  2. extractionthe filtrate extracted with 1M hydrochloric acid
  3. washwashed with a little dichloromethane
  4. extractionback-extracted into chloroform
  5. customThe extract was dried
  6. customevaporated
  7. customto give the product which
  8. customwas crystallised from a low volume of ethyl acetate

出典と根拠

ORDレコード
ord-6d67fd237c5e4ef3abcb4da9c38251ab
出典データセット
uspto-grants-1990_09
特許番号
US04959375

反応ノート

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