Ethyl 2-ethylthio-4-(1-hydroxy-1-methylethyl)-1-{4-[2-(trityltetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate → HCID 178468946, compound

HRID 53018Notes

Reaction equation

HRID 53018 reaction equation
[CH2:1]([S:3][C:4]1[N:5]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]3[N:35](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:34]=[N:33][N:32]=3)=[CH:21][CH:20]=2)[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:7]([C:9]([OH:12])([CH3:11])[CH3:10])[N:8]=1)[CH3:2]>C(O)(=O)C>[CH2:1]([S:3][C:4]1[N:5]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]3[NH:35][N:34]=[N:33][N:32]=3)=[CH:21][CH:20]=2)[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:7]([C:9]([OH:12])([CH3:10])[CH3:11])[N:8]=1)[CH3:2]

Participants

3

Reactant 1

HCID 19036180Ethyl 2-ethylthio-4-(1-hydroxy-1-methylethyl)-1-{4-[2-(trityltetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate

Product 1

HCID 178468946HCID 178468946, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

2.22 g of ethyl 2-ethylthio-4-(1-hydroxy-1-methylethyl)-1-{4-[2-(trityltetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate [prepared as described in step (a) above] were added to 20 ml of a 25% v/v aqueous solution of acetic acid, and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was then concentrated by evaporation under reduced pressure, and the resulting residue was crystallized by the addition of ethyl acetate, to give 1.22 g of the title compound as crystals, melting at 185°-188° C.

Workup

  1. concentrationThe reaction mixture was then concentrated by evaporation under reduced pressure
  2. customthe resulting residue was crystallized by the addition of ethyl acetate

Sources & evidence

ORD record
ord-956e95526b1646e38e4276c9053137bb
Source dataset
uspto-grants-1997_04
Patent number
US05616599

Reaction notes

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