HCID 178454062, compound → HCID 178511695, compound

HRID 2402580Notes

Reaction equation

HRID 2402580 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][C@@H:11]([O:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[C:21]([O:25]CC2C=CC=CC=2)=[N:20][CH:19]=[CH:18]3)[CH2:10][CH2:9]1)(C)(C)C>CO>[NH2:7][C@@H:8]1[CH2:9][CH2:10][C@H:11]([O:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[C:21](=[O:25])[NH:20][CH:19]=[CH:18]3)[CH2:12][CH2:13]1

Participants

3

Reactant 1

HCID 178454062HCID 178454062, compound

Product 1

HCID 178511695HCID 178511695, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared by stirring cis-[4-(1-Chloro-isoquinolin-6-yloxy)-cyclohexyl]-carbamic acid tert-butyl ester (27) at room temperature in methanol/2 N HCl (1:1). After complete conversion, the solvent was removed under reduced pressure and the residue was purified by preparative HPLC. The obtained trifluoroacetate was converted to the corresponding hydrochloride by dissolving the compound in 2 N HCl and evaporation of the solvent. After dissolving the residue in water and lyophilisation, the desired product (HCl-salt) was isolated as a colourless solid. Rt=0.75 min (Method B). Detected mass: 259,2 (M+H+).

Workup

  1. customThe title compound was prepared
  2. customAfter complete conversion, the solvent was removed under reduced pressure
  3. customthe residue was purified by preparative HPLC
  4. dissolutionby dissolving the compound in 2 N HCl
  5. customevaporation of the solvent
  6. dissolutionAfter dissolving the residue in water

Sources & evidence

ORD record
ord-ae58a0e59c214f4b8fa4d5b9633a1a7b
Source dataset
uspto-grants-2014_08
Patent number
US08796458B2

Reaction notes

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