Ammonium Hydroxide → HCID 178456164、化合物

HRID 1199667ノート

反応式

HRID 1199667 の反応式
[CH:1]([N:4]1[C:18]2[C:19]3[C:6]([CH2:7][C@@H:8]4[C@@H:13]([C:14]=3[CH:15]=[CH:16][CH:17]=2)[CH2:12][C@@H:11]([C:20]([OH:22])=O)[CH2:10][N:9]4[CH3:23])=[CH:5]1)([CH3:3])[CH3:2].C(N1C=CN=C1)(N1C=CN=C1)=O.Cl.Cl.[NH2:38][CH2:39][CH2:40][C:41]1[N:45]=[CH:44][NH:43][CH:42]=1.[OH-].[NH4+]>CN(C)C=O.C(N(CC)CC)C>[NH:43]1[CH:42]=[C:41]([CH2:40][CH2:39][NH:38][C:20]([C@@H:11]2[CH2:12][C@H:13]3[C@@H:8]([CH2:7][C:6]4[C:19]5[C:18](=[CH:17][CH:16]=[CH:15][C:14]3=5)[N:4]([CH:1]([CH3:3])[CH3:2])[CH:5]=4)[N:9]([CH3:23])[CH2:10]2)=[O:22])[N:45]=[CH:44]1

参加物

7

反応物 4

HCID 14923Ammonium HydroxideHCID 682631,1'-CarbonyldiimidazoleHCID 1825776-Methyl-1-(propan-2-yl)ergoline-8-carboxylic acidHCID 178478691HCID 178478691、化合物

生成物 1

HCID 178456164HCID 178456164、化合物収率 53%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒2 回HCID 8471Triethylamine溶媒

実験手順

To a mixture of 3.5 g of (8β)-1-isopropyl-6-methylergoline-8-carboxylic acid in 80 ml of dimethylformamide were added 2.27 g of 1,1'-carbonyldiimidazole. After stirring for 3 hours at room temperature, the mixture was added dropwise to a solution of 2.27 g of histamine dihydrochloride in 100 ml of dimethylformamide to which 3.6 ml of triethylamine had been added. The reaction mixture was stirred at room temperature overnight and then poured into 2 liters of ice water to which 5 ml of ammonium hydroxide had been added. The resulting precipitate was recovered by filtration. The solid material was crystallized from methanol/water to provide 2.41 g of the desired title product hemihydrate as a light pink powder, m.p. 83°-86° C.

後処理

  1. additionhad been added
  2. stirringThe reaction mixture was stirred at room temperature overnight
  3. additionhad been added
  4. filtrationThe resulting precipitate was recovered by filtration
  5. customThe solid material was crystallized from methanol/water

出典と根拠

ORDレコード
ord-2ec453b8ddc343e394623130d757e506
出典データセット
uspto-grants-1990_02
特許番号
US04902691

反応ノート

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