Trimethyl orthoformate → HCID 59300314, compound

HRID 2236453Notes

Reaction equation

HRID 2236453 reaction equation
[CH:1]([O:6][CH3:7])(OC)OC.[O:8]=[C:9]1[C:18]2[C:13](=[CH:14][C:15]([C:19]([OH:21])=[O:20])=[CH:16][CH:17]=2)[CH2:12][C:11](=[O:22])[NH:10]1>C(OC(=O)C)(=O)C.CN(C)C=O>[CH3:7][O:6]/[CH:1]=[C:12]1/[C:11](=[O:22])[NH:10][C:9](=[O:8])[C:18]2[C:13]/1=[CH:14][C:15]([C:19]([OH:21])=[O:20])=[CH:16][CH:17]=2

Participants

5

Reactant 2

HCID 9005Trimethyl orthoformateHCID 686991781,2,3,4-Tetrahydro-1,3-dioxo-6-isoquinolinecarboxylic acid

Product 1

HCID 59300314HCID 59300314, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
125 °C

Procedure

Trimethyl orthoformate (0.114 mL, 1.04 mmol) is added to a solution of 1,3-Dioxo-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid (102.5 mg, 0.5 mmol) in acetic anhydride (0.8 mL) and N,N-dimethylformamide (0.2 mL). After it is heated at 125° C. for 30 min, it is cooled and filtered to collected 75 mg (60%) of the title compound as a yellow solid. MS (ESI) m/z 246.1 (M−1).

Workup

  1. temperatureit is cooled
  2. filtrationfiltered
  3. customto collected 75 mg (60%) of the title compound as a yellow solid

Sources & evidence

ORD record
ord-4a26d5b299d048e59a5abeb81b34b852
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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