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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481147Generated: November 1, 2026

Methyl 3-amino-2,2-dimethylpropanoate → Methyl 3-(4-hydroxy-7-(4-methoxybenzylamino)isoquinoline-3-carboxamido)-2,2-dimethylpropanoate

https://huagongshe.com/reaction/1481147

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-amino-2,2-dimethylpropanoateHCID 13285789—
ReactantMethyl 4-hydroxy-7-(4-methoxybenzylamino)isoquinoline-3-carboxylateHCID 89813034—
SolventMethanolHCID 887—
ProductMethyl 3-(4-hydroxy-7-(4-methoxybenzylamino)isoquinoline-3-carboxamido)-2,2-dimethylpropanoateHCID 89813031—

Reaction Steps

Methyl 4-hydroxy-7-(4-methoxybenzylamino)isoquinoline-3-carboxylate (49.0 mg, 0.14 mmol) and methyl 3-amino-2,2-dimethylpropanoate (114.0 mg, 0.87 mmol) in MeOH (3 mL) were heated at 150° C. in a microwave for 4 hours. The solvent was removed in vacuo and the residue oil was purified by flash chromatography (0-10% EtOAc/CH2Cl2) to give the title compound in 15 mg. 1H NMR (CDCl3, 200 MHz): δ=13.10 (s, 1H), 8.40-8.28 (m, 2H), 8.10 (d, 1H, J=9.0 Hz), 7.30 (d, 2H, J=6.6 Hz), 7.05 (d, 1H, J=9.0 Hz), 6.92-6.80 (m, 3H), 5.14 (s, 1H), 4.38 (s, 2H), 3.81 (s, 3H), 3.68 (s, 3H), 3.59 (d, 2H, J=6.6 Hz), 1.28 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-d0a4e4a63110425e96b592b259efc754
Source noteuspto-grants-2016_08