Ethyl 3-amino-2,2-dimethylpropanoate → HCID 89812993, compound

HRID 1481199Notes

Reaction equation

HRID 1481199 reaction equation
[CH2:1]([O:3][C:4](=[O:10])[C:5]([CH3:9])([CH3:8])[CH2:6][NH2:7])[CH3:2].C[O:12][C:13]([C:15]1[N:16]=[CH:17][C:18]2[C:23]([C:24]=1[OH:25])=[CH:22][CH:21]=[C:20]([O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH:19]=2)=O>CCO>[CH2:1]([O:3][C:4](=[O:10])[C:5]([CH3:9])([CH3:8])[CH2:6][NH:7][C:13]([C:15]1[N:16]=[CH:17][C:18]2[C:23]([C:24]=1[OH:25])=[CH:22][CH:21]=[C:20]([O:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[CH:19]=2)=[O:12])[CH3:2]

Participants

4

Reactant 2

HCID 421529Ethyl 3-amino-2,2-dimethylpropanoateHCID 86709142Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate

Product 1

HCID 89812993HCID 89812993, compoundYield 26.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the 3-amino-2,2-dimethyl-propionic acid ethyl ester (598 mg, 4.12 mmol) in EtOH (9.1 mL) at r.t. were added 4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (811 mg, 2.75 mmol) to give suspension solution, the reaction mixture was allowed to reflux for 18 h. After cooled to rt, the solvent was evaporated in vacuo, the crude was purified by silica gel chromatography to give 300 mg of title compound as a yellow oil: MS (m/z) 409.0 (M+1)+.

Workup

  1. customto give suspension solution
  2. temperatureto reflux for 18 h
  3. customthe solvent was evaporated in vacuo
  4. customthe crude was purified by silica gel chromatography

Sources & evidence

ORD record
ord-7110ce22bb3846efba6aa66ac28b28e3
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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