Aluminium lithium hydride → 1-({2-[(2R)-4-(6-Fluoro-1-naphthyl)-2-methylpiperazinyl]ethyl}-3,4-dihydro-1H-2-benzopyran-6-yl)methanamine

HRID 2056754노트

반응식

HRID 2056754 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([N:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH:20]3[C:25]4[CH:26]=[CH:27][C:28]([C:30]#[N:31])=[CH:29][C:24]=4[CH2:23][CH2:22][O:21]3)[C@H:14]([CH3:32])[CH2:13]1)=[CH:7][CH:6]=[CH:5]2.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([N:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH:20]3[C:25]4[CH:26]=[CH:27][C:28]([CH2:30][NH2:31])=[CH:29][C:24]=4[CH2:23][CH2:22][O:21]3)[C@H:14]([CH3:32])[CH2:13]1)=[CH:7][CH:6]=[CH:5]2

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 693073181-(2-[(2R)-4-(6-Fluoro-1-naphthyl)-2-methyl-piperazinyl]ethyl}-3,4-dihydro-1H-2-benzopyran-6-carbonitrile

생성물 1

HCID 693065261-({2-[(2R)-4-(6-Fluoro-1-naphthyl)-2-methylpiperazinyl]ethyl}-3,4-dihydro-1H-2-benzopyran-6-yl)methanamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 1-{2-[(2R)-4-(6-fluoro-1-naphthyl)-2-methyl-piperazinyl]ethyl}-3,4-dihydro-1H-2-benzopyran-6-carbonitrile (0.50 g, 1.2 mmol) in dry THF (4 mL) was added lithium aluminium hydride (1M solution in THF) (1.4 mL, 1.4 mmol) and the mixture stirred overnight at room temperature. The reaction was quenched by cautious addition of 2M sodium hydroxide, then extracted into chloroform. The combined organic extracts were dried (MgSO4), filtered and evaporated in vacuo. The crude product was purified by preparative LC-MS to yield the title compound as a yellow oil. M+H=480.

후처리

  1. customThe reaction was quenched by cautious addition of 2M sodium hydroxide
  2. extractionextracted into chloroform
  3. dry with materialThe combined organic extracts were dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customThe crude product was purified by preparative LC-MS

출처 및 근거

ORD 기록
ord-fb79df0ecfd842799dd09c5f28df9b6b
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07335660B2

반응 노트

불러오는 중…