Ethyl 3-amino-2,2-dimethylpropanoate → HCID 89812965, compound

HRID 1481015Notes

Reaction equation

HRID 1481015 reaction equation
[C:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH:17]=[CH:16][CH:15]=3)[CH:11]=2)[C:6]([OH:24])=[C:5]([C:25](OC)=[O:26])[N:4]=1)#[N:2].[NH2:29][CH2:30][C:31]([CH3:38])([CH3:37])[C:32]([O:34][CH2:35][CH3:36])=[O:33]>CCO>[C:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH:17]=[CH:16][CH:15]=3)[CH:11]=2)[C:6]([OH:24])=[C:5]([C:25]([NH:29][CH2:30][C:31]([CH3:38])([CH3:37])[C:32]([O:34][CH2:35][CH3:36])=[O:33])=[O:26])[N:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 421529Ethyl 3-amino-2,2-dimethylpropanoateHCID 89813257HCID 89813257, compound

Product 1

HCID 89812965HCID 89812965, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 1-cyano-4-hydroxy-7-(naphthalen-1-yloxy)isoquinoline-3-carboxylate (15 mg, 0.04 mmol) and ethyl 3-amino-2,2-dimethylpropanoate (24 mg, 0.16 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 16 mg. MS: (−) m/z 482.30 (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-04692dbb927140949775ac9aef9883e6
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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