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2-Chlorobenzylamine → 2-(2-Chloro-benzylamino)-6H-pyrido[4,3-d]pyrimidin-5-one

HRID 41481
Notes
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Reaction equation

HRID 41481 reaction equation
CS[C:3]1[N:4]=[CH:5][C:6]2[C:12](=[O:13])[NH:11][CH:10]=[CH:9][C:7]=2[N:8]=1.[Cl:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH2:17][NH2:18]>CO.O>[Cl:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH2:17][NH:18][C:3]1[N:4]=[CH:5][C:6]2[C:12](=[O:13])[NH:11][CH:10]=[CH:9][C:7]=2[N:8]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 666482-ChlorobenzylamineHCID 451062072-(methylsulfanyl)-5H,6H-pyrido(4,3-d)pyrimidin-5-one

Product 1

HCID 584501722-(2-Chloro-benzylamino)-6H-pyrido[4,3-d]pyrimidin-5-oneYield 90.3%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

2-Methylsulfanyl-6H-pyrido[4,3-d]pyrimidin-5-one 6 (3.00 g, 15.5 mmol) and 2-Chlorobenzyl amine 7 (9.40 mL, 77.6 mmol) were stirred at 150° C. for two days. To the recooled mixture Methanol/water (1:1, 100 mL) was added and left at RT overnight. The precipitate was filtered off and dried in vacuo. The product was purified by crystallization from ethanol to yield in a colorless solid (4.00 g, 14.0 mmol, 90%).

Workup

  1. filtrationThe precipitate was filtered off
  2. customdried in vacuo
  3. customThe product was purified by crystallization from ethanol

Sources & evidence

ORD record
ord-a539f3bbb8ab425cbaeb4efe79c586f2
Source dataset
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08530650B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes