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

HRID 564570ノート

反応式

HRID 564570 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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)+.

後処理

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

出典と根拠

ORDレコード
ord-186aeb6004fd4c17bf2c74b668952924
出典データセット
uspto-grants-2011_11
特許番号
US08067408B2

反応ノート

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