Methyl 2-acetamidoacrylate → Methyl 6-methylisoquinoline-3-carboxylate

HRID 1853259

Reaction equation

HRID 1853259 reaction equation
Br[C:2]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.C([NH:14][C:15](=[CH2:20])[C:16]([O:18][CH3:19])=[O:17])(=O)C>>[CH3:10][C:8]1[CH:9]=[C:2]2[C:3](=[CH:6][CH:7]=1)[CH:4]=[N:14][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:20]2

Participants

3

Reactant 2

HCID 98644Methyl 2-acetamidoacrylateHCID 46452922-Bromo-4-methylbenzaldehyde

Product 1

HCID 22243644Methyl 6-methylisoquinoline-3-carboxylateYield 50%

Procedure

methyl 6-methyl-isoquinoline-3-carboxylate was prepared using the procedure described in example 12A: 2-bromo-4-methylbenzaldehyde was reacted with methyl 2-acetamidoacrylate at 110° C. for 18 hours to yield methyl 6-methyl-isoquinoline-3-carboxylate (50%) as brown solid.

Workup

  1. custommethyl 6-methyl-isoquinoline-3-carboxylate was prepared

Sources & evidence

ORD record
ord-ed8c84d3d8f7478eac387d95047051c1
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Linked notes

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