HCID 19791871, compound → HCID 19791797, compound

HRID 1655567Notes

Reaction equation

HRID 1655567 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]([CH2:49][OH:50])=[CH:7][N:6]=1)[CH2:2][CH2:3][CH3:4].C(C1N=C(NCC2C=CC(C3C=CC=CC=3)=C(C3N(C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)N=NN=3)C=2)C(CO)=CN=1)CCC>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[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: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:15][CH:14]=2)[C:8]([CH:49]=[O:50])=[CH:7][N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 19791871HCID 19791871, compoundHCID 19792006HCID 19792006, compound

Product 1

HCID 19791797HCID 19791797, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

2-Butyl-5-hydroxymethyl-4-{N-[(2'-[N-triphenylmethyl-tetrazol-5-yl]biphenyl-4-yl)methyl]amino}pyrimidine, the product of Example 2A, is dissolved in methylene chloride. Excess activated manganese dioxide is added and the reaction mixture is stirred at ambient temperature until the reaction is complete according to TLC analysis. The reaction mixture is then filtered and the filtrate is concentrated in vacuo to give the intermediate 2-butyl-4-{N-[(2'-[N-triphenylmethyl-tetrazol-5-yl]biphenyl-4-yl)methyl]amino}pyrimidine-5-carboxaldehyde. The triphenylmethyl group is removed, as described in Example 1D, to give the title compound.

Workup

  1. additionis added
  2. filtrationThe reaction mixture is then filtered
  3. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-a95e53c2b4c1472eb391810d249cb9b2
Source dataset
uspto-grants-1993_10
Patent number
US05250548

Reaction notes

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