Ammonia → 3-(9,10-Didehydro-12-ethylamino-6-methyl-8alpha-ergolinyl)-1,1-diethylurea

HRID 35217

反応式

HRID 35217 の反応式
[C:1]([NH:4][C:5]1[C:19]2=[C:20]3[C:8]([NH:9][CH:10]=[C:11]3[CH2:12][C@@H:13]3[C:18]2=[CH:17][C@H:16]([NH:21][C:22](=[O:28])[N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])[CH2:15][N:14]3[CH3:29])=[CH:7][CH:6]=1)(=O)[CH3:2].[H-].C([Al+]CC(C)C)C(C)C.Cl.N.C(O)(=O)C(C(C(O)=O)O)O>O1CCOCC1.C1(C)C=CC=CC=1.O>[CH2:1]([NH:4][C:5]1[C:19]2=[C:20]3[C:8]([NH:9][CH:10]=[C:11]3[CH2:12][C@@H:13]3[C:18]2=[CH:17][C@H:16]([NH:21][C:22](=[O:28])[N:23]([CH2:24][CH3:25])[CH2:26][CH3:27])[CH2:15][N:14]3[CH3:29])=[CH:7][CH:6]=1)[CH3:2]

参加物

9

反応物 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 8752,3-Dihydroxybutanedioic AcidHCID 21225700DiisobutylaluminumhydrideHCID 867423563-(12-Acetylamino-9,10-didehydro-6-methyl-8alpha-ergolinyl)-1,1-diethylurea

生成物 1

HCID 867423553-(9,10-Didehydro-12-ethylamino-6-methyl-8alpha-ergolinyl)-1,1-diethylurea収率 70%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

200 mg of 3-(12-acetylamino-9,10-didehydro-6-methyl-8α-ergolinyl)-1,1-diethylurea is dissolved in 10 ml of dioxane, combined with 2 ml of 20% diisobutyl aluminum hydride solution in toluene, and heated to 100° C. for 7 hours. The mixture is allowed to cool, then, under cooling, first water, thereafter 2N hydrochloric acid are added thereto, and the solution is rendered alkaline with dilute ammonia, after adding about 1 g of tartaric acid. The mixture is extracted by shaking with methylene chloride, the organic phase is dried and evaporated. The residue is charomatographed as disclosed in Example 7, thus producing 135 mg of 3-(9,10-didehydro-12-ethylamino-6-methyl-8α-ergolinyl)-1,1-diethylurea.

後処理

  1. temperatureto cool
  2. temperatureunder cooling
  3. extractionThe mixture is extracted
  4. customthe organic phase is dried
  5. customevaporated

出典と根拠

ORDレコード
ord-5ab883efae4c44dbb6f8600b043a3b98
出典データセット
uspto-grants-1988_08
特許番号
US04766128

関連ノート

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