Ethyl 3-amino-2,2-dimethylpropanoate → HCID 89815415, compound

HRID 1481005Notes

Reaction equation

HRID 1481005 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[C:7]([C:24]#[N:25])[C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[C:10]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[CH:18]=1)[CH:9]=2)=O.[NH2:26][CH2:27][C:28]([CH3:35])([CH3:34])[C:29]([O:31][CH2:32][CH3:33])=[O:30]>CCO>[CH2:32]([O:31][C:29](=[O:30])[C:28]([CH3:35])([CH3:34])[CH2:27][NH:26][C:3]([C:5]1[N:6]=[C:7]([C:24]#[N:25])[C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[C:10]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[CH:18]=1)[CH:9]=2)=[O:2])[CH3:33]

Participants

4

Reactant 2

HCID 421529Ethyl 3-amino-2,2-dimethylpropanoateHCID 89813002HCID 89813002, compound

Product 1

HCID 89815415HCID 89815415, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7-(3-Chloro-phenoxy)-1-cyano-4-hydroxy-isoquinoline-3-carboxylic acid methyl ester (25 mg, 0.07 mmol) and ethyl 3-amino-2,2-dimethylpropanoate (41 mg, 0.28 mmol) in EtOH (3 mL) were heated at 150° C. in a microwave for 1.5 hours. The solvent was removed in vacuo and the residue oil was purified by flash chromatography (0-50% EtOAc/hexanes) to give the title compound in 26 mg. MS: (−) m/z 466.42 (M−1).

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue oil was purified by flash chromatography (0-50% EtOAc/hexanes)

Sources & evidence

ORD record
ord-5d2a7265c33f46589bf6290c5aea2531
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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