Hydrochloric Acid → HCID 178439965, compound

HRID 440843Notes

Reaction equation

HRID 440843 reaction equation
[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]3[N:26](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:25]=[N:24][N:23]=3)=[CH:12][CH:11]=2)[C:7]2[CH:46]=[C:47]([NH:51][C:52]([N:56]([CH3:58])[CH3:57])=[N:53][C:54]#[N:55])[CH:48]=[C:49]([Cl:50])[C:6]=2[N:5]=1)[CH2:2][CH3:3].Cl>C(O)C>[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]3[NH:23][N:24]=[N:25][N:26]=3)=[CH:12][CH:11]=2)[C:7]2[CH:46]=[C:47]([NH:51][C:52]([N:56]([CH3:58])[CH3:57])=[N:53][C:54]#[N:55])[CH:48]=[C:49]([Cl:50])[C:6]=2[N:5]=1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178439964HCID 178439964, compound

Product 1

HCID 178439965HCID 178439965, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

225 mg (0.29 mMol) of 4'-[[2-n-propyl-4-chloro-6-(2-cyano-3,3-dimethyl-guanidino)-1H-benzimidazol-1-yl]methyl]-2-(1-triphenylmethyl-tetrazol-5-yl)-biphenyl are dissolved in 10 ml of absolute ethanol, mixed with 2.5 ml of methanolic hydrochloric acid and stirred for 90 minutes at ambient temperature. The solvent is then removed in vacuo and the residue is taken up in methylene chloride/ethanol (4:1) and adjusted to pH 8 with methanolic ammonia. After the addition of 5 g of silica gel the mixture is evaporated to dryness. The residue is chromatographed on silica gel (particle size: 0.032-0.063 mm) using as eluant first methylene chloride and then methylene chloride/ethanol (50:1, 25:1, 19:1 and 9:1). The uniform fractions are combined and evaporated down.

Workup

  1. customThe solvent is then removed in vacuo
  2. additionAfter the addition of 5 g of silica gel the mixture
  3. customis evaporated to dryness
  4. customThe residue is chromatographed on silica gel (particle size: 0.032-0.063 mm)
  5. customevaporated down

Sources & evidence

ORD record
ord-47f324375d0140bc9e53a87cb30e124d
Source dataset
uspto-grants-1996_05
Patent number
US05521177

Reaction notes

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