HCID 66653929, compound → HCID 86682588, compound

HRID 2036232Notes

Reaction equation

HRID 2036232 reaction equation
C(OC([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]1[C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:18]=1[O:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])=O)(C)(C)C>CCO.Cl.O1CCOCC1>[ClH:23].[CH2:29]([O:28][C:26](=[O:27])[CH2:25][O:24][C:18]1[CH:19]=[CH:20][C:21]([Cl:23])=[CH:22][C:17]=1[CH:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:16][NH:8]1)[CH3:30]

Participants

5

Reactant 1

HCID 66653929HCID 66653929, compound

Product 1

HCID 86682588HCID 86682588, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To an ice-cooled solution of (±)-1-(5-chloro-2-ethoxycarbonylmethoxy-phenyl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester (2.26 g, 5.23 mmol, 1.0 eq.) in EtOH (100 mL), 4M HCl in dioxane (25 mL) was added. The resulting solution was stirred at r.t. for 18 hours. The reaction mixture was concentrated in vacuo. The residue was triturated with cold methyl tert-butyl ether (50 mL), filtered, and rinsed with cold methyl tert-butyl ether (20 mL) to give the desired salt as a white solid.

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customThe residue was triturated with cold methyl tert-butyl ether (50 mL)
  4. filtrationfiltered
  5. washrinsed with cold methyl tert-butyl ether (20 mL)

Sources & evidence

ORD record
ord-932fa747c79d43a0b96e56281e35fbd2
Source dataset
uspto-grants-2013_11
Patent number
US08575158B2

Reaction notes

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