Hydrochloric Acid → HCID 178441499, compound

HRID 1770262Notes

Reaction equation

HRID 1770262 reaction equation
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[N:27](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:26]=[N:25][N:24]=3)=[CH:13][CH:12]=2)[C:8]2[CH:47]=[C:48]([N:51]3[C:56](=[O:57])[CH2:55][C:54]([CH3:59])([CH3:58])[CH2:53][C:52]3=[O:60])[CH:49]=[CH:50][C:7]=2[N:6]=1)[CH2:2][CH2:3][CH3:4].Cl>CO>[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[NH:27][N:26]=[N:25][N:24]=3)=[CH:13][CH:12]=2)[C:8]2[CH:47]=[C:48]([N:51]3[C:52](=[O:60])[CH2:53][C:54]([CH3:59])([CH3:58])[CH2:55][C:56]3=[O:57])[CH:49]=[CH:50][C:7]=2[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54166724HCID 54166724, compound

Product 1

HCID 178441499HCID 178441499, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 400 mg (0.5 mMol) of 4'-[[2-n-butyl-6-(3,3-dimethylglutarimido)-benzimidazol-1-yl]-methyl]-2-(1-triphenylmethyl-tetrazol-5-yl)-biphenyl in 10 ml of methanol is mixed with 1.5 ml of methanolic hydrochloric acid and stirred for 2 hours at ambient temperature, then concentrated by evaporation, the residue is mixed with 15 ml of water and made alkaline with concentrated ammonia, whereupon the product goes into solution. By acidification with glacial acetic acid, the crude product is precipitated and then purified by column chromatography (150 g of silica gel; eluant: methylene chloride+5% ethanol).

Workup

  1. concentrationconcentrated by evaporation
  2. additionthe residue is mixed with 15 ml of water
  3. customBy acidification with glacial acetic acid, the crude product is precipitated
  4. custompurified by column chromatography (150 g of silica gel; eluant: methylene chloride+5% ethanol)

Sources & evidence

ORD record
ord-c8533f067d9b482094e32c273fa0eda7
Source dataset
uspto-grants-1995_01
Patent number
US05385925

Reaction notes

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