Aluminium lithium hydride → ({3'-[(1-Methyl-4-piperidinyl)methyl]-3-biphenylyl}methyl)amine

HRID 564570노트

반응식

HRID 564570 반응식
Cl.[NH2:2][CH2:3][C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][CH:17]3[CH2:22][CH2:21][N:20]([C:23](OC(C)(C)C)=O)[CH2:19][CH2:18]3)[CH:11]=2)[CH:7]=[CH:8][CH:9]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>CCOCC>[CH3:23][N:20]1[CH2:21][CH2:22][CH:17]([CH2:16][C:12]2[CH:11]=[C:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([CH2:3][NH2:2])[CH:5]=3)[CH:15]=[CH:14][CH:13]=2)[CH2:18][CH2:19]1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 670057291,1-Dimethylethyl 4-{[3'-(aminomethyl)-3-biphenylyl]methyl}-1-piperidinecarboxylate Hydrochloride

생성물 1

HCID 57813254({3'-[(1-Methyl-4-piperidinyl)methyl]-3-biphenylyl}methyl)amine수율 68%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To 1,1-dimethylethyl 4-{[3′-(aminomethyl)-3-biphenylyl]methyl}-1-piperidinecarboxylate hydrochloride (1.23 g, 2.95 mmol) was added LiAlH4 (5.90 mL, 1N in THF, 5.90 mmol) and the reaction was stirred at room temperature until the was complete per monitoring with LC-MS. The reaction mixture was diluted with Et2O (50 mL) and quenched with Na2CO3 (saturated aqueous), filtered, concentrated and purified with Combiflash chromatograph to afford 0.59 g (68%) of the title compound. LC-MS m/z 295 (M+H)+.

후처리

  1. customquenched with Na2CO3 (saturated aqueous)
  2. filtrationfiltered
  3. concentrationconcentrated
  4. custompurified with Combiflash chromatograph

출처 및 근거

ORD 기록
ord-186aeb6004fd4c17bf2c74b668952924
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067408B2

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