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

HRID 13538

반응식

HRID 13538 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d917c91a94f44fb6b96a5cd4fe0e0854
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728129B2

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