Pyrrole → HCID 67255453, compound

HRID 593203Notes

Reaction equation

HRID 593203 reaction equation
[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][CH:7]2[CH2:11][CH2:10][C:9]3([CH2:16][O:15]C(C)(C)[O:13][CH2:12]3)[C:8]2([CH2:20][N:21]2[CH:25]=[N:24][CH:23]=[N:22]2)[OH:19])=[CH:4][CH:3]=1.N1C=CC=C1>CO.Cl>[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][CH:7]2[C:8]([CH2:20][N:21]3[CH:25]=[N:24][CH:23]=[N:22]3)([OH:19])[C:9]([CH2:12][OH:13])([CH2:16][OH:15])[CH2:10][CH2:11]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8027PyrroleHCID 86346156HCID 86346156, compound

Product 1

HCID 67255453HCID 67255453, compound

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

(cis, trans mixture)-2-(4-chlorobenzyl)-8,8-dimethyl-1-[1,2,4]triazole-1-ylmethyl7,9-dioxaspiro[4,5]decane-1-ol (azole derivative (V′), R6═CH3, R7═CH3, Xm=4-Cl, A=N) (359 mg) was dissolved in a 10% hydrogen chloride methanol solution, and was stirred at a room temperature for 23 hours. After the reaction, a solvent was distilled off, and water was added to a residue. A 2 mol/L sodium hydroxide aqueous solution was added to this suspension, and the resultant mixture was stirred at a room temperature for 15 minutes. The mixture was filtered to obtain a crystal, and the crystal was dried in vacuum to obtain 271.1 mg of (1SR,5RS)-5-(4-chlorobenzyl)-2,2-bishydroxymethyl-1-[1,2,4]triazole-1-ylmethylcyclopentanol(azole derivative (IV′), Xm=4-Cl, A=N).

Workup

  1. customAfter the reaction
  2. distillationa solvent was distilled off
  3. additionwater was added to a residue
  4. additionA 2 mol/L sodium hydroxide aqueous solution was added to this suspension
  5. stirringthe resultant mixture was stirred at a room temperature for 15 minutes
  6. filtrationThe mixture was filtered
  7. customto obtain a crystal
  8. customthe crystal was dried in vacuum

Sources & evidence

ORD record
ord-1bd78184eff44a878181c3cd625286e5
Source dataset
uspto-grants-2016_01
Patent number
US09241488B2

Reaction notes

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