Ethylenediamine → HCID 19967002, compound

HRID 976268Notes

Reaction equation

HRID 976268 reaction equation
[F:1][C:2]([F:27])([O:6][C:7]1[CH:8]=[C:9]([NH:13][C:14]2[N:19]=[C:18]([C:20]3[CH:25]=[CH:24][N:23]=[C:22](Cl)[CH:21]=3)[CH:17]=[CH:16][N:15]=2)[CH:10]=[CH:11][CH:12]=1)[CH:3]([F:5])[F:4].[CH2:28]([NH2:31])[CH2:29][NH2:30]>CS(C)=O>[F:1][C:2]([F:27])([O:6][C:7]1[CH:8]=[C:9]([NH:13][C:14]2[N:19]=[C:18]([C:20]3[CH:25]=[CH:24][N:23]=[C:22]([NH:30][CH2:29][CH2:28][NH2:31])[CH:21]=3)[CH:17]=[CH:16][N:15]=2)[CH:10]=[CH:11][CH:12]=1)[CH:3]([F:5])[F:4]

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 19966945HCID 19966945, compound

Product 1

HCID 19967002HCID 19967002, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

100 mg (0.25 mmol) of N-[3-(1,1,2,2-tetrafluoro-ethoxy)-phenyl]-4-(2-chloro-4-pyridyl)-2-pyrimidineamine are dissolved in 1 ml of dimethyl sulfoxide, and 0.2 ml of ethylenediamine is added. After stirring for 22 h at 100°, the reaction mixture is concentrated and chromatographed (methylene chloride:methanol:concentrated ammonia solution=90:10:1). N-[3-(1,1,2,2-tetrafluoro-ethoxy)-phenyl]-4-[2-(2-amino-ethyl-amino)-4-pyridyl]-2-pyrimidineamine is obtained; FAB-MS: 423 (M+ +H), Rf =0.1 (methylene chloride:methanol:concentrated ammonia solution=90:10:1).

Workup

  1. concentrationthe reaction mixture is concentrated
  2. customchromatographed (methylene chloride:methanol:concentrated ammonia solution=90:10:1)

Sources & evidence

ORD record
ord-fed2f2d48e5a4e2183a39d6718c5627e
Source dataset
uspto-grants-1997_03
Patent number
US05612340

Reaction notes

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