Morpholine → (4-Isopropyl-piperazin-1-yl)-(4-morpholin-4-ylmethyl-phenyl)-methanone

HRID 13538

反応式

HRID 13538 の反応式
[CH:1]([C:3]1[CH:19]=[CH:18][C:6]([C:7]([N:9]2[CH2:14][CH2:13][N:12]([CH:15]([CH3:17])[CH3:16])[CH2:11][CH2:10]2)=[O:8])=[CH:5][CH:4]=1)=O.[NH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[OH-].[Na+]>C1COCC1>[CH:15]([N:12]1[CH2:13][CH2:14][N:9]([C:7]([C:6]2[CH:18]=[CH:19][C:3]([CH2:1][N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)=[CH:4][CH:5]=2)=[O:8])[CH2:10][CH2:11]1)([CH3:17])[CH3:16]

参加物

6

反応物 4

HCID 8083MorpholineHCID 14798Sodium HydroxideHCID 5049666Sodium triacetoxyborohydrideHCID 574785811-(4-Formylbenzoyl)-4-isopropylpiperazine

生成物 1

HCID 10042344(4-Isopropyl-piperazin-1-yl)-(4-morpholin-4-ylmethyl-phenyl)-methanone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
5 °C

実験手順

A THF solution of 1-(4-formylbenzoyl)-4-isopropylpiperazine (containing 945 g of 1-(4-formylbenzoyl)-4-isopropylpiperazine and 3879 g of THF) was charged to a reaction vessel followed by the addition of morpholine (576.3 g, 6.55 mol). After 20 min, the reaction was cooled to about 0-10° C. and sodium triacetoxyborohydride (1167.3 g, 5.23 mol) was added in portions. Upon reaction completion, 10% sodium hydroxide solution (3623.2 mL, 9.06 mol) was added slowly and the reaction mixture was stirred for 20 min. The layers were separated, and the aqueous layer was washed with THF. The combined organic layers were dried over magnesium sulfate. The dried THF solution of (4-Isopropyl-piperazin-1-yl)-(4-morpholin-4-ylmethyl-phenyl)-methanone was used without further manipulations.

後処理

  1. additionwas added slowly
  2. customThe layers were separated
  3. washthe aqueous layer was washed with THF
  4. dry with materialThe combined organic layers were dried over magnesium sulfate

出典と根拠

ORDレコード
ord-d917c91a94f44fb6b96a5cd4fe0e0854
出典データセット
uspto-grants-2010_06
特許番号
US07728129B2

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