HCID 21218586, compound → HCID 89813134, compound

HRID 1481045Notes

Reaction equation

HRID 1481045 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]=[CH:16][CH:15]=3)[CH:11]=2)[C:6]([OH:20])=[C:5]([C:21](OC)=[O:22])[N:4]=1)#[N:2].[CH3:25][O:26][C:27](=[O:33])[CH:28]([CH2:31][NH2:32])[CH2:29][CH3:30]>CO>[CH3:25][O:26][C:27](=[O:33])[CH:28]([CH2:31][NH:32][C:21]([C:5]1[N:4]=[C:3]([C:1]#[N:2])[C:12]2[C:7]([C:6]=1[OH:20])=[CH:8][CH:9]=[C:10]([O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH:11]=2)=[O:22])[CH2:29][CH3:30]

Participants

4

Reactant 2

HCID 21218586HCID 21218586, compoundHCID 89812860Methyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylate

Product 1

HCID 89813134HCID 89813134, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylate (60 mg, 0.19 mmol) and 2-aminomethyl-butyric acid methyl ester (crude, 1.57 mmol) in MeOH (3 mL) were heated at 150° C. in a microwave for 3 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 55 mg. MS: (−) m/z 418.14 (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-a9f39464c1904a8a975adbe575874085
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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