3-Chloro-4-methoxybenzylamine → HCID 12049817, compound

HRID 1836162Notes

Reaction equation

HRID 1836162 reaction equation
Cl[C:2]1[C:3]2[N:20]([CH3:21])[N:19]=[C:18]([CH2:22][CH2:23][CH3:24])[C:4]=2[N:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:10][CH:9]=2)[N:7]=1.[Cl:25][C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][C:33]=1[O:34][CH3:35])[CH2:29][NH2:30]>CN1CCCC1=O>[Cl:25][C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][C:33]=1[O:34][CH3:35])[CH2:29][NH:30][C:2]1[C:3]2[N:20]([CH3:21])[N:19]=[C:18]([CH2:22][CH2:23][CH3:24])[C:4]=2[N:5]=[C:6]([C:8]2[CH:9]=[CH:10][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][CH:13]=2)[N:7]=1

Participants

4

Reactant 2

HCID 7380383-Chloro-4-methoxybenzylamineHCID 12049816HCID 12049816, compound

Product 1

HCID 12049817HCID 12049817, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A mixture of 1.8 g of methyl 4-[7-chloro-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl]phenylcarboxylate (“B”) and 1.5 g of 3-chloro-4-methoxybenzylamine in 20 ml of N-methylpyrrolidone is heated at 110° for 4 hours. After cooling, it is worked up in the customary manner. 2.2 g of methyl 4-[7-(3-chloro-4-methoxybenzylamino)-1-methyl-3-propyl-1H-pyrazolo-[4,3-d]pyrimidin-5-yl]benzoate are obtained.

Workup

  1. temperatureis heated at 110° for 4 hours
  2. temperatureAfter cooling

Sources & evidence

ORD record
ord-fa17259dfd744af0be6307c4f4f42821
Source dataset
uspto-grants-2004_08
Patent number
US06777419B1

Reaction notes

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