HCID 178475034, compound → HCID 178511696, compound

HRID 2402578Notes

Reaction equation

HRID 2402578 reaction equation
C([O:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][C@H:20]3[CH2:25][CH2:24][C@H:23]([NH:26]C(=O)C)[CH2:22][CH2:21]3)=[CH:16][CH:17]=2)[CH:12]=[CH:11][N:10]=1)C1C=CC=CC=1>Cl>[NH2:26][C@H:23]1[CH2:22][CH2:21][C@H:20]([O:19][C:15]2[CH:14]=[C:13]3[C:18](=[CH:17][CH:16]=2)[C:9](=[O:8])[NH:10][CH:11]=[CH:12]3)[CH2:25][CH2:24]1

Participants

3

Reactant 1

HCID 178475034HCID 178475034, compound

Product 1

HCID 178511696HCID 178511696, compoundYield 40.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

680 mg (1.74 mmol) of N-[4-(1-benzyloxy-isoquinolin-6-yloxy)-cyclohexyl]-acetamide (19) were heated in 2 N HCl in an autoclave at 120° C. until complete conversion is achieved. The solvent is removed in vacuo and the residue is purified by preparative HPLC. The product fractions were evaporated and dissolved in 2 N HCl. After lyophilisation 182 mg of the title compound could be obtained as hydrochloride. Rt=0.97 min (Method B). Detected mass: 259.2 (M+H+).

Workup

  1. customThe solvent is removed in vacuo
  2. customthe residue is purified by preparative HPLC
  3. customThe product fractions were evaporated
  4. dissolutiondissolved in 2 N HCl

Sources & evidence

ORD record
ord-787f7a0b84494c9e8aa4c9dfb8a50eb3
Source dataset
uspto-grants-2014_08
Patent number
US08796458B2

Reaction notes

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