6-Bromo-2-methylbenzo[d]oxazole → HCID 66959457, compound

HRID 1023312Notes

Reaction equation

HRID 1023312 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([CH3:9])[O:8][C:4]=2[CH:3]=1.Cl[C:13]1[N:22]=[C:21]([NH:23][CH2:24][CH2:25][O:26][CH3:27])[C:20]2[C:19](=[O:28])[N:18]([CH3:29])[CH:17]=[N:16][C:15]=2[CH:14]=1>>[CH3:27][O:26][CH2:25][CH2:24][NH:23][C:21]1[C:20]2[C:19](=[O:28])[N:18]([CH3:29])[CH:17]=[N:16][C:15]=2[CH:14]=[C:13]([C:2]2[CH:11]=[CH:10][C:5]3[N:6]=[C:7]([CH3:9])[O:8][C:4]=3[CH:3]=2)[N:22]=1

Participants

3

Reactant 2

HCID 100360776-Bromo-2-methylbenzo[d]oxazoleHCID 86667982HCID 86667982, compound

Product 1

HCID 66959457HCID 66959457, compound

Procedure

5-(2-Methoxyethylamino)-3-methyl-7-(2-methylbenzo[d]oxazol-6-yl)pyrido[4,3-d]pyrimidin-4(3H)-one was synthesized, as described in Example 9, from 6-bromo-2-methylbenzo[d]oxazole and 7-chloro-5-(2-methoxyethylamino)-3-methylpyrido[4,3-d]pyrimidin-4(3H)-one. After purification by preparatory LC/MS, it was partially decomposed to N-(2-hydroxy-4-(5-(2-methoxyethylamino)-3-methyl-4-oxo-3,4-dihydropyrido[4,3-d]pyrimidin-7-yl)phenyl)acetamide. The two compounds are separated again by preparatory TLC.

Workup

  1. customAfter purification by preparatory LC/MS, it
  2. customThe two compounds are separated again by preparatory TLC

Sources & evidence

ORD record
ord-4b9f5f8da3f445f9be28bede59f95b44
Source dataset
uspto-grants-2014_05
Patent number
US08722692B2

Reaction notes

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