Triethylamine → (2R)-1-[3,5-bis(trifluoromethyl) benzoyl]-2-(3,4-dimethylbenzyl)-4-[3-(3,3-dimethylmorpholino imino)propyl]piperazine dihydrochloride

HRID 584202노트

반응식

HRID 584202 반응식
[ClH:1].Cl.[NH2:3][N:4]1[CH2:9][CH2:8][O:7][CH2:6][C:5]1([CH3:11])[CH3:10].C(N(CC)CC)C.[F:19][C:20]([F:53])([F:52])[C:21]1[CH:22]=[C:23]([CH:45]=[C:46]([C:48]([F:51])([F:50])[F:49])[CH:47]=1)[C:24]([N:26]1[CH2:31][CH2:30][N:29]([CH2:32][CH2:33][CH:34]=O)[CH2:28][C@H:27]1[CH2:36][C:37]1[CH:42]=[CH:41][C:40]([CH3:43])=[C:39]([CH3:44])[CH:38]=1)=[O:25]>ClCCl>[ClH:1].[ClH:1].[F:53][C:20]([F:19])([F:52])[C:21]1[CH:22]=[C:23]([CH:45]=[C:46]([C:48]([F:49])([F:50])[F:51])[CH:47]=1)[C:24]([N:26]1[CH2:31][CH2:30][N:29]([CH2:32][CH2:33][CH:34]=[N:3][N:4]2[CH2:9][CH2:8][O:7][CH2:6][C:5]2([CH3:11])[CH3:10])[CH2:28][C@H:27]1[CH2:36][C:37]1[CH:42]=[CH:41][C:40]([CH3:43])=[C:39]([CH3:44])[CH:38]=1)=[O:25]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 223426544-Amino-3,3-dimethylmorpholine dihydrochlorideHCID 86588518(2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)-4-(2-formylethyl)piperazine

생성물 1

HCID 86596441(2R)-1-[3,5-bis(trifluoromethyl) benzoyl]-2-(3,4-dimethylbenzyl)-4-[3-(3,3-dimethylmorpholino imino)propyl]piperazine dihydrochloride수율 59.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred mixture of 4-amino-3,3-dimethylmorpholine dihydrochloride (122 mg) in dichloromethane (5 ml) was added triethylamine (61 mg) at ice bath temperature. A solution of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethyl benzyl)-4-(2-formylethyl)piperazine (150 mg) in dichloromethane (2 ml) was added and the resulting mixture was stirred at room temperature. After 30 minutes, the reaction mixture was concentrated under reduced pressure. The resulting residue was chromatographed on a silica gel using a mixture of hexane and ethyl acetate as eluent and the desired product was treated with 4N hydrogen chloride in ethyl acetate to give (2R)-1-[3,5-bis(trifluoromethyl) benzoyl]-2-(3,4-dimethylbenzyl)-4-[3-(3,3-dimethylmorpholino-imino)propyl]piperazine dihydrochloride (122 mg).

후처리

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customThe resulting residue was chromatographed on a silica gel using
  3. additiona mixture of hexane and ethyl acetate as eluent
  4. additionthe desired product was treated with 4N hydrogen chloride in ethyl acetate

출처 및 근거

ORD 기록
ord-d5d7346f129145a9a8e5b2e359ab0dbf
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924278B2

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