Acetic Acid → HCID 178446315, compound

HRID 1033820Notes

Reaction equation

HRID 1033820 reaction equation
[CH3:1][N:2]([C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=1[C:54]([F:57])([F:56])[F:55])[C:3]([N:5]([CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]2[N:23](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:22]=[N:21][N:20]=2)=[CH:9][CH:8]=1)=[O:4].C(O)(=O)C.CO>C(Cl)Cl>[CH3:1][N:2]([C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=1[C:54]([F:57])([F:56])[F:55])[C:3]([N:5]([CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]2[NH:23][N:22]=[N:21][N:20]=2)=[CH:9][CH:8]=1)=[O:4]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 887MethanolHCID 190244521-methyl-3-pentyl-1-[2-(trifluoromethyl)phenyl]-3-[[2'(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]urea

Product 1

HCID 178446315HCID 178446315, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

By the procedure of Example 8, Step D, 1-methyl-3-pentyl-1-[2-(trifluoromethyl)phenyl]-3-[[2'(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]urea (from Step A) was deprotected with aqueous acetic acid. The residual oil was flash chromatographed on silica gel (elution with 3% and then 5% MeOH in CH2Cl2) to give a 31% yield of the title compound as a stiff foam, homogeneous by TLC (95:5 CH2Cl2 -MeOH); FAB-MS m/e 523 (M+1).

Workup

  1. customchromatographed on silica gel (
  2. washelution with 3%

Sources & evidence

ORD record
ord-6bde664c63b041b5ae1cb9666cb09e90
Source dataset
uspto-grants-1994_05
Patent number
US05312820

Reaction notes

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