Aluminium lithium hydride → 2-[1-Benzyl-3-(4-chloro-phenyl)-4,5,7,8-tetrahydro-1H-1,2,6-triaza-azulen-6-yl]-ethanol

HRID 599978노트

반응식

HRID 599978 반응식
C[O:2][C:3](=O)[CH2:4][N:5]1[CH2:14][CH2:13][C:12]2[N:11]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:10]=[C:9]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)[C:8]=2[CH2:7][CH2:6]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH2:15]([N:11]1[C:12]2[CH2:13][CH2:14][N:5]([CH2:4][CH2:3][OH:2])[CH2:6][CH2:7][C:8]=2[C:9]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)=[N:10]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 59752513HCID 59752513, 화합물

생성물 1

HCID 597526802-[1-Benzyl-3-(4-chloro-phenyl)-4,5,7,8-tetrahydro-1H-1,2,6-triaza-azulen-6-yl]-ethanol수율 33.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of [1-benzyl-3-(4-chloro-phenyl)-4,5,7,8-tetrahydro-1H-1,2,6-triaza-azulen-6-yl]-acetic acid methyl ester (Example 170, 16 mg) in THF (1 mL) was added lithium aluminum hydride (100 mg). The mixture was stirred at RT for 16 h. The reaction was quenched by the addition of H2O (0.1 mL). Concentration and purification (SiO2, 2 M NH3 in MeOH/CH2Cl2) provided the title compound (5 mg). MS (ESI): exact mass calculated for C22H24ClN3O, 381.16. found, m/z 382.1 [M+H]+. 1H NMR (500 MHz, CDCl3): 7.50-7.20 (m, 7H), 7.04 (d, J=7.2 Hz, 1H), 5.29 (s, 2H), 3.07-3.04 (m, 2H), 2.89-2.77 (m, 10H).

후처리

  1. customThe reaction was quenched by the addition of H2O (0.1 mL)
  2. concentrationConcentration and purification (SiO2, 2 M NH3 in MeOH/CH2Cl2)

출처 및 근거

ORD 기록
ord-f50b758029824456b187c59a78351e32
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897771B2

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