Aluminium lithium hydride → HCID 76567991, compound

HRID 1728183Notes

Reaction equation

HRID 1728183 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:33][CH2:34][C:35]([C:38](OC)=[O:39])([CH3:37])[CH3:36])=[C:6]([CH:8]2[C:13]3([C:21]4[C:16](=[CH:17][C:18]([Cl:22])=[CH:19][CH:20]=4)[NH:15][C:14]3=[O:23])[CH:12]([C:24]3[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:25]=3[Cl:31])[CH2:11][C:10](=[O:32])[NH:9]2)[CH:7]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:33][CH2:34][C:35]([CH3:37])([CH3:36])[CH2:38][OH:39])=[C:6]([CH:8]2[C:13]3([C:21]4[C:16](=[CH:17][C:18]([Cl:22])=[CH:19][CH:20]=4)[NH:15][C:14]3=[O:23])[CH:12]([C:24]3[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:25]=3[Cl:31])[CH2:11][C:10](=[O:32])[NH:9]2)[CH:7]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 76567978HCID 76567978, compound

Product 1

HCID 76567991HCID 76567991, compoundYield 18.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a manner similar to the method described in Example 231, racemic (2′R,3R,4′S)-2′-[5-bromo-2-(2-methoxycarbonyl-2-methyl-propoxy)-phenyl]-6-chloro-4′-(2,5-dichlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (120 mg, 0.177 mmol) was reacted with LiAlH4 (34 mg, 0.885 mmol) in THF to give title compound as a white solid (21 mg).

Sources & evidence

ORD record
ord-6c9a0748f6d74ffba76285515474776f
Source dataset
uspto-grants-2009_02
Patent number
US07495007B2

Reaction notes

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