2,4-Bis[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one → HCID 178441911, compound

HRID 36224Notes

Reaction equation

HRID 36224 reaction equation
C([N:20]1[C:24]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[C:31]2[CH:36]=[CH:35][C:34]([CH2:37][N:38]3[C:42](=[O:43])[N:41]([CH2:44][C:45]4[CH:50]=[CH:49][C:48]([C:51]5[CH:56]=[CH:55][CH:54]=[CH:53][C:52]=5[C:57]5[N:61](C(C6C=CC=CC=6)(C6C=CC=CC=6)C6C=CC=CC=6)[N:60]=[N:59][N:58]=5)=[CH:47][CH:46]=4)[C:40]([CH2:81][CH2:82][CH2:83][CH3:84])=[N:39]3)=[CH:33][CH:32]=2)=[N:23][N:22]=[N:21]1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>C(O)(=O)C>[NH:23]1[C:24]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[C:31]2[CH:36]=[CH:35][C:34]([CH2:37][N:38]3[C:42](=[O:43])[N:41]([CH2:44][C:45]4[CH:50]=[CH:49][C:48]([C:51]5[CH:56]=[CH:55][CH:54]=[CH:53][C:52]=5[C:57]5[NH:58][N:59]=[N:60][N:61]=5)=[CH:47][CH:46]=4)[C:40]([CH2:81][CH2:82][CH2:83][CH3:84])=[N:39]3)=[CH:33][CH:32]=2)=[N:20][N:21]=[N:22]1

Participants

3

Reactant 1

HCID 199394702,4-Bis[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one

Product 1

HCID 178441911HCID 178441911, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Deprotection of 2,4-bis[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one in 50% aqueous acetic acid was accomplished by the procedure of Example 3, Step B. After work-up, the residue was flash chromatographed over silica gel (15 mL for 0.091 mmole, gradient elution using 2-30% MeOH/CH2Cl2) to give the desired material as a solid in 91% yield, homogeneous by TLC in 10% MeOH/CH2Cl2, mass spectrum (FAB) m/e 610 (M+1)+, mp 150°-151° C.

Workup

  1. customchromatographed over silica gel (15 mL for 0.091 mmole, gradient elution using 2-30% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-545abe8d7d494184a9f89d9c5ecce3cd
Source dataset
uspto-grants-1995_05
Patent number
US05411980

Reaction notes

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