HCID 19791827, compound → HCID 19791864, compound

HRID 1655568Notes

Reaction equation

HRID 1655568 reaction equation
[CH2:1]([C:5]1[N:10]=[C:9]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:25]3[N:29]([C:30]([C:43]4[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=4)([C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=4)[C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[N:28]=[N:27][N:26]=3)=[CH:15][CH:14]=2)[C:8]([C:49]#[N:50])=[CH:7][N:6]=1)[CH2:2][CH2:3][CH3:4].[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[NH2:50][CH2:49][C:8]1[C:9]([NH:11][CH2:12][C:13]2[CH:14]=[CH:15][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:25]3[N:29]([C:30]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)([C:37]4[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=4)[C:43]4[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=4)[N:28]=[N:27][N:26]=3)=[CH:17][CH:18]=2)=[N:10][C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 19791827HCID 19791827, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19791864HCID 19791864, compound

Procedure

2-Butyl-4-{N-[(2'-[N-triphenylmethyl-tetrazol-5-yl]biphenyl-4-yl)methyl]amino}pyrimidine-5-carbonitrile, the intermediate in Step 2 of Example 14, is reduced with excess lithium aluminum hydride to afford 5-aminomethyl-2-butyl-4-{N-[(2'-[N-triphenylmethyl-tetrazol-5-yl]biphenyl-4-yl)methyl]amino}pyrimidine. The triphenylmethyl group is removed, as described in Step 4 of Example 1, to give the title compound.

Sources & evidence

ORD record
ord-80231717851945c8bcbb3b42a204ecd3
Source dataset
uspto-grants-1993_10
Patent number
US05250548

Reaction notes

Loading…