Hydrochloric Acid → HCID 69202144, compound

HRID 2220649Notes

Reaction equation

HRID 2220649 reaction equation
C(OC([NH:8][C@H:9]([CH3:29])[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][C:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:20][CH:19]=2)=[CH:14][CH:13]=1)=O)(C)(C)C.Cl>C(O)C>[NH2:8][C@H:9]([CH3:29])[CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[CH:23]=[CH:22][C:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:20][CH:19]=2)=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69202227HCID 69202227, compound

Product 1

HCID 69202144HCID 69202144, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Ethyl 4′-[(R)-2-(tert-butoxycarbonylamino)propyloxy]biphenyl-4-carboxylate was dissolved in ethanol (30 mL), and a 48% solution of hydrogen chloride in ethanol (5 mL) was added dropwise to the solution at room temperature with stirring. After being stirred at that temperature for 5 hrs, the reaction mixture was concentrated in vacuo. The residue was purified by aminopropyl silica gel flash column chromatography (eluent: methylene chloride/ethyl acetate=1/1 and methylene chloride/methanol=10/1) to afford the title compound (0.484 g).

Workup

  1. stirringAfter being stirred at that temperature for 5 hrs
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. customThe residue was purified by aminopropyl silica gel flash column chromatography (eluent: methylene chloride/ethyl acetate=1/1 and methylene chloride/methanol=10/1)

Sources & evidence

ORD record
ord-68915c59fb2344cc825b3eb6c6ce9e04
Source dataset
uspto-grants-2008_08
Patent number
US07417169B2

Reaction notes

Loading…