Methyl bromoacetate → HCID 69155463, compound

HRID 750233Notes

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[N:6]([CH2:23][C:24]2[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=2)[C:7](=[O:22])[C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][C:11]([Br:21])=[CH:10][CH:9]=2)=[O:4].Br[CH2:32][C:33]([O:35][CH3:36])=[O:34]>>[CH3:1][O:2][C:3]([C:5]1[N:6]([CH2:23][C:24]2[CH:25]=[CH:26][C:27]([O:30][CH2:32][C:33]([O:35][CH3:36])=[O:34])=[CH:28][CH:29]=2)[C:7](=[O:22])[C:8]2[C:13]([C:14]=1[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[CH:12][C:11]([Br:21])=[CH:10][CH:9]=2)=[O:4]

Participants

Reactant 2

HCID 60984Methyl bromoacetate

HCID 69156619HCID 69156619, compound

Product 1

HCID 69155463HCID 69155463, compound

Procedure

The present compound was synthesized by a method similar to that in Example 259 and using 6-bromo-2-(4-hydroxybenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid methyl ester (310 mg) and methyl bromoacetate. Colorless crystals (300 mg). 1H-NMR (CDCl3) δ: 3.23 (3H, s), 3.78 (3H, s), 4.59 (2H, s), 5.34 (2H, s), 6.82 (2H, d, J=8.7 Hz), 7.22 (2H, d, J=8.7 Hz), 7.24-7.31 (2H, m), 7.37 (1H, d, J=1.8 Hz), 7.40-7.49 (3H, m), 7.65 (1H, dd, J=1.8, 8.7 Hz), 8.39 (1H, d, J=8.7 Hz). HPLC analysis: purity 100% (retention time: 4.80 min). MS (ESI+): 536 (M+H), 538.

Workup

customThe present compound was synthesized by a method similar to that in Example 259

Sources & evidence

ORD record: ord-901ab2b89a704b69960cdc426ca8eafe
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07402595B2

Reaction notes

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