Ethyl 3-amino-2,2-dimethylpropanoate → HCID 89812879, compound

HRID 1481012Notes

Reaction equation

HRID 1481012 reaction equation
[C:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=3)[CH:11]=2)[C:6]([OH:21])=[C:5]([C:22](OC)=[O:23])[N:4]=1)#[N:2].[NH2:26][CH2:27][C:28]([CH3:35])([CH3:34])[C:29]([O:31][CH2:32][CH3:33])=[O:30]>CCO>[C:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=3)[CH:11]=2)[C:6]([OH:21])=[C:5]([C:22]([NH:26][CH2:27][C:28]([CH3:35])([CH3:34])[C:29]([O:31][CH2:32][CH3:33])=[O:30])=[O:23])[N:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 421529Ethyl 3-amino-2,2-dimethylpropanoateHCID 89812946HCID 89812946, compound

Product 1

HCID 89812879HCID 89812879, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 1-cyano-7-(3-fluorophenoxy)-4-hydroxyisoquinoline-3-carboxylate (18 mg, 0.05 mmol) and ethyl 3-amino-2,2-dimethylpropanoate (31 mg, 0.21 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 22 mg. MS: (−) m/z 450.30 (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-c2b20c94efd843baa49f37091ed8127b
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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