Acetic Acid → HCID 59264605, 화합물

HRID 646204노트

반응식

HRID 646204 반응식
[CH3:1][C:2]([N:11]1[CH2:16][CH2:15][C:14](=O)[CH2:13][CH2:12]1)([CH3:10])[C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[F:18][C:19]([F:35])([F:34])[C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:31]=[CH:30][C:29]([CH2:32][NH2:33])=[CH:28][CH:27]=2)=[CH:22][CH:21]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(O)(=O)C.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[CH3:1][C:2]([N:11]1[CH2:16][CH2:15][CH:14]([NH:33][CH2:32][C:29]2[CH:28]=[CH:27][C:26]([C:23]3[CH:24]=[CH:25][C:20]([C:19]([F:18])([F:34])[F:35])=[CH:21][CH:22]=3)=[CH:31][CH:30]=2)[CH2:13][CH2:12]1)([CH3:10])[C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4]

참가 물질

7

반응물 5

HCID 176Acetic AcidHCID 10340Sodium CarbonateHCID 37291554-(4-TRIFLUOROMETHYLPHENYL)BENZYLAMINEHCID 5049666Sodium triacetoxyborohydrideHCID 59264611HCID 59264611, 화합물

생성물 1

HCID 59264605HCID 59264605, 화합물수율 57.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 1,1-dimethylethyl 2-methyl-2-(4-oxo-1-piperidinyl)propanoate (Int. A6) (370 mg, 1.2 equiv), {[4′-(trifluoromethyl)-4-biphenylyl]methyl}amine (Int. A1) (397 mg, 1 equiv), sodium triacetoxyborohydride (400 mg, 1.5 equiv), DCM (10 ml) and acetic acid (0.076 ml, 1 equiv) was combined and stirred at room temperature until LCMS confirmed disappearance of the amine starting material (approx. 18 hours). Aqueous sodium carbonate was added and then extracted with DCM. The organics were dried over sodium sulfate and concentrated to give a solid (420 mg) that was used without further purification.

후처리

  1. extractionextracted with DCM
  2. dry with materialThe organics were dried over sodium sulfate
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6c3f25d81db145a0bc3b9263580fb6a4
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07705005B2

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