2-methyl-6-propyl-5-[[2'-(N-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl]methyl]-5H-pyrazolo[1,5-b][1,2,4]triazole → HCID 178438401, compound

HRID 2260043Notes

Reaction equation

HRID 2260043 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[CH:9]=[C:8]([CH2:10][CH2:11][CH3:12])[N:7]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[C:26]4[N:30](C(C5C=CC=CC=5)(C5C=CC=CC=5)C5C=CC=CC=5)[N:29]=[N:28][N:27]=4)=[CH:16][CH:15]=3)[N:5]2[N:6]=1.CC1NC2N(N=C(CCC)C=2)N=1>>[CH3:1][C:2]1[N:3]=[C:4]2[CH:9]=[C:8]([CH2:10][CH2:11][CH3:12])[N:7]([CH2:13][C:14]3[CH:15]=[CH:16][C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[C:26]4[NH:30][N:29]=[N:28][N:27]=4)=[CH:18][CH:19]=3)[N:5]2[N:6]=1

Participants

3

Reactant 2

HCID 107704232-methyl-6-propyl-5-[[2'-(N-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl]methyl]-5H-pyrazolo[1,5-b][1,2,4]triazole2×HCID 178438403HCID 178438403, compound

Product 1

HCID 178438401HCID 178438401, compound

Procedure

A 1.66 g portion of the mixed product obtained in Example 1 consisting (about 3:1) of 2-methyl-6-propyl-5-[[2'-(N-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl]methyl]-5H-pyrazolo[1,5-b][1,2,4]triazole (compound 1d) and 2-methyl-6-propyl-1H-pyrazolo[1,5-b][1,2,4]triazole was treated in the same manner as described in Example 12, the resulting residue was subjected to silica gel column chromatography. Elution was conducted with a gradient from chloroform only to methanol-chloroform (3:17, v/v) and then the eluted product was crystallized from ethyl acetate to give 0.44 g of 2-methyl-6-propyl-5-[[2'-(tetrazol-5-yl)biphenyl-4-yl]methyl]-5H-pyrazolo[1,5-b][1,2,4]triazole in the form of colorless crystals.

Workup

  1. washElution
  2. customv/v) and then the eluted product was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-ae79423607e943e4a843aae23575d06b
Source dataset
uspto-grants-1995_12
Patent number
US05475114

Reaction notes

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