Lithium borohydride → 6-Hydroxymethyl-4-butyl-1,4-dihydro-quinoline-3-carbonitrile

HRID 1297676Notes

Reaction equation

HRID 1297676 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][C:10]([C:16]#[N:17])=[C:9]2[CH2:18][CH2:19][CH2:20][CH3:21])=O)C.[BH4-].[Li+]>>[OH:3][CH2:4][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[C:10]([C:16]#[N:17])[CH:9]2[CH2:18][CH2:19][CH2:20][CH3:21]

Participants

3

Reactant 2

HCID 4148881Lithium borohydrideHCID 585858123-Cyano-4-butyl-quinoline-6-carboxylic acid ethyl ester

Product 1

HCID 585858346-Hydroxymethyl-4-butyl-1,4-dihydro-quinoline-3-carbonitrile

Procedure

Similar procedure as described in example 46e was used, starting from 3-cyano-4-butyl-quinoline-6-carboxylic acid ethyl ester (example 49a) and lithium borohydride to give 6-hydroxymethyl-4-butyl-1,4-dihydro-quinoline-3-carbonitrile as a yellow solid. LC-MS m/e 243 (MH+).

Sources & evidence

ORD record
ord-6f541a84264d473ba37ef42fbe4e72e9
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

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