5-(4'-(Bromomethyl)(1,1'-biphenyl)-2-yl)-1-trityl-1H-tetraazole → HCID 19036200, compound

HRID 53008Notes

Reaction equation

HRID 53008 reaction equation
[C:1]([O:4][CH2:5][C:6]1[NH:7][C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:9]([C:11]([OH:14])([CH3:13])[CH3:12])[N:10]=1)(=[O:3])[CH3:2].CC(C)([O-])C.[K+].[C:26]([N:45]1[C:49]([C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][C:51]=2[C:56]2[CH:63]=[CH:62][C:59]([CH2:60]Br)=[CH:58][CH:57]=2)=[N:48][N:47]=[N:46]1)([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[C:1]([O:4][CH2:5][C:6]1[N:7]([CH2:60][C:59]2[CH:58]=[CH:57][C:56]([C:51]3[CH:52]=[CH:53][CH:54]=[CH:55][C:50]=3[C:49]3[N:45]([C:26]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)([C:33]4[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=4)[C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[N:46]=[N:47][N:48]=3)=[CH:63][CH:62]=2)[C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:9]([C:11]([OH:14])([CH3:12])[CH3:13])[N:10]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 100534615-(4'-(Bromomethyl)(1,1'-biphenyl)-2-yl)-1-trityl-1H-tetraazoleHCID 23665647Potassium tert-butoxideHCID 178470395HCID 178470395, compound

Product 1

HCID 19036200HCID 19036200, compoundYield 61%

Procedure

Following a procedure similar to that described in Example 82(a), but using 730 mg of ethyl 2-acetoxymethyl-4-(1-hydroxy-1-methylethyl)imidazole-5-carboxylate [prepared as described in Preparation 48(iii)], 320 mg of potassium t-butoxide and 2.11 g of 4-[2-(trityltetrazol-5-yl)phenyl]benzyl bromide and then purifying the product by column chromatography through silica gel using a 2:1 by volume mixture of hexane and ethyl acetate, 1.23 g of the title compound were obtained as a foam-like solid.

Workup

  1. custompurifying the product by column chromatography through silica gel using a 2:1
  2. additionby volume mixture of hexane and ethyl acetate

Sources & evidence

ORD record
ord-32bef892fa1046ad8a35626b4604c078
Source dataset
uspto-grants-1997_04
Patent number
US05616599

Reaction notes

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