Ethyl 3-amino-2,2-dimethylpropanoate → HCID 89813048, compound
Reaction equation
C[O:2][C:3]([C:5]1[N:6]=[C:7]([C:27]#[N:28])[C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[C:10]([O:16][C:17]1[CH:26]=[CH:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=1)[CH:9]=2)=O.[NH2:29][CH2:30][C:31]([CH3:38])([CH3:37])[C:32]([O:34][CH2:35][CH3:36])=[O:33]>CCO>[CH2:35]([O:34][C:32](=[O:33])[C:31]([CH3:38])([CH3:37])[CH2:30][NH:29][C:3]([C:5]1[N:6]=[C:7]([C:27]#[N:28])[C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[C:10]([O:16][C:17]1[CH:26]=[CH:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=1)[CH:9]=2)=[O:2])[CH3:36]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1-Cyano-4-hydroxy-7-(naphthalen-2-yloxy)-isoquinoline-3-carboxylic acid methyl ester (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 18 mg. MS: (−) m/z 482.36 (M−1).
Workup
- customThe solvent was removed in vacuo
- customthe residue oil was purified by flash chromatography (0-50% EtOAc/hexanes)
Sources & evidence
- ORD record
- ord-98846afed331497f8de80cebbbdc6684
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09409892B2
Reaction notes
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