Hydrochloric Acid → HCID 86659851, compound

HRID 2402759Notes

Reaction equation

HRID 2402759 reaction equation
[OH:1][CH:2]1[C@@H:9]2[C@@H:5]([CH2:6][N:7](C(OC(C)(C)C)=O)[CH2:8]2)[CH2:4][CH:3]1[N:17]1[CH:21]=[CH:20][N:19]=[CH:18]1.Cl.O1CCOCC1>>[N:17]1([CH:3]2[CH2:4][C@@H:5]3[CH2:6][NH:7][CH2:8][C@@H:9]3[CH:2]2[OH:1])[CH:21]=[CH:20][N:19]=[CH:18]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86659850HCID 86659850, compound

Product 1

HCID 86659851HCID 86659851, compound

Procedure

In a 4 mL vial were combined (3aR,6aS)-tert-butyl 4-hydroxy-5-(1H-imidazol-1-yl)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (50 mg, 0.170 mmol) from Step 3 and 4 N HCl in 1,4-dioxane (0.554 mL, 2.216 mmol) to give a suspension. The reaction was stirred at room temperature for 6 hours, and then the solvent was removed in vacuo. The resulting HCl salt was triturated with 3 mL of 10% methanol (2 N ammonia)/dichloromethane and filtered to give crude (3aR,6aS)-5-(1H-imidazol-1-yl)octahydrocyclopenta[c]pyrrol-4-ol: MS (ESI+) m/z 398 (M+H)+.

Workup

  1. customto give a suspension
  2. customthe solvent was removed in vacuo
  3. customThe resulting HCl salt was triturated with 3 mL of 10% methanol (2 N ammonia)/dichloromethane
  4. filtrationfiltered

Sources & evidence

ORD record
ord-886ef3faf5b641a5919e5332c3f3d20f
Source dataset
uspto-grants-2014_08
Patent number
US08796470B2

Reaction notes

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