Sodium borohydride → HCID 18632309, compound

HRID 1761638Notes

Reaction equation

HRID 1761638 reaction equation
Br.Cl.[CH3:3][CH:4]1[N:8]([CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[C:7]2[CH:15]=[CH:16][CH:17]=[CH:18][C:6]=2[NH:5]1.Br[CH:20]1[CH2:28][C:27]2[C:22](=[CH:23][C:24]([O:31][CH3:32])=[C:25]([O:29][CH3:30])[CH:26]=2)[C:21]1=[O:33].[BH4-].[Na+]>C(Cl)(Cl)Cl.C(OCC)C>[CH3:3][CH:4]1[N:8]([CH:9]2[CH2:10][CH2:11][N:12]([C@H:20]3[CH2:28][C:27]4[C:22](=[CH:23][C:24]([O:31][CH3:32])=[C:25]([O:29][CH3:30])[CH:26]=4)[C@H:21]3[OH:33])[CH2:13][CH2:14]2)[C:7]2[CH:15]=[CH:16][CH:17]=[CH:18][C:6]=2[NH:5]1

Participants

5

Reactant 3

HCID 4311764Sodium borohydrideHCID 109236312-Bromo-5,6-dimethoxy-indan-1-oneHCID 21242108HCID 21242108, compound

Product 1

HCID 18632309HCID 18632309, compoundYield 54.7%

Reagents, catalysts & solvents 1

HCID 21911965Chloroform etherSolvent

Procedure

Prepared from 4-(2-methyl-1-benzimidazolinyl)-piperidine hydrochloride hydrobromide and 2-bromo-5,6-dimethoxy-1-indanone without isolation of the intermediate ketone and using NaBH4 as the hydrogenating agent. Yield 54.7%; m.p. 255°-256° C. (chloroform/diethyl ether).

Sources & evidence

ORD record
ord-b4a457abb48246209042232de91940a3
Source dataset
uspto-grants-1989_05
Patent number
US04826975

Reaction notes

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