Ethylamine → HCID 13910041, compound

HRID 231113Notes

Reaction equation

HRID 231113 reaction equation
Br[CH2:2][CH2:3][C:4]1[CH:21]=[CH:20][C:7]([O:8][CH2:9][CH2:10][NH:11][C:12]2[C:17]([Cl:18])=[C:16]([CH3:19])[N:15]=[CH:14][N:13]=2)=[C:6]([CH3:22])[CH:5]=1.[CH2:23]([NH2:25])[CH3:24]>C(O)C>[Cl:18][C:17]1[C:12]([NH:11][CH2:10][CH2:9][O:8][C:7]2[CH:20]=[CH:21][C:4]([CH2:3][CH2:2][NH:25][CH2:23][CH3:24])=[CH:5][C:6]=2[CH3:22])=[N:13][CH:14]=[N:15][C:16]=1[CH3:19]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 200345054-{2-[4-(2-Bromoethyl)-2-methylphenoxy]ethylamino}-5-chloro-6-methylpyrimidine

Product 1

HCID 13910041HCID 13910041, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.9 g of 4-{2-[4-(2-bromoethyl)-2-methylphenoxy]-ethylamino}-5-chloro-6-methylpyrimidine and 5 ml of a 70% w/v aqueous solution of ethylamine were dissolved in 20 ml of ethanol, and the mixture was charged into an autoclave. The mixture was allowed to react at 120° to 130° C. for 10 hours. At the end of this time, ethanol was removed by distillation under reduced pressure and the oily product obtained was subjected to column chromatography (Wakogel C-200, eluted with ethanol), to afford 1.3 g of the title product as a pale yellow oily liquid, n24.1 =1.5610.

Workup

  1. additionthe mixture was charged into an autoclave
  2. customto react at 120° to 130° C. for 10 hours
  3. customAt the end of this time, ethanol was removed by distillation under reduced pressure
  4. customthe oily product obtained
  5. washwas subjected to column chromatography (Wakogel C-200, eluted with ethanol)

Sources & evidence

ORD record
ord-442f0be8e48b4a62a363728c06f27374
Source dataset
uspto-grants-1989_07
Patent number
US04845097

Reaction notes

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