Ethyl 3-amino-2,2-dimethylpropanoate → HCID 89813018, compound

HRID 1481018Notes

Reaction equation

HRID 1481018 reaction equation
C(O[C:6]([C:8]1[N:9]=[C:10]([C:27]#[N:28])[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][CH:14]=[C:13]([O:19][C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=1)[CH:12]=2)=[O:7])CCC.[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:6]([C:8]1[N:9]=[C:10]([C:27]#[N:28])[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][CH:14]=[C:13]([O:19][C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=1)[CH:12]=2)=[O:7])[CH3:36]

Participants

4

Reactant 2

HCID 421529Ethyl 3-amino-2,2-dimethylpropanoateHCID 89812998HCID 89812998, compound

Product 1

HCID 89813018HCID 89813018, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Cyano-4-hydroxy-7-p-tolyloxy-isoquinoline-3-carboxylic acid butyl ester (19 mg, 0.05 mmol) and ethyl 3-amino-2,2-dimethylpropanoate (29 mg, 0.20 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 446.33 (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-f553b1f7570a493499dccaf25bdc13eb
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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