Ethyl isocyanate → HCID 57593410, compound

HRID 1785334Notes

Reaction equation

HRID 1785334 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:14]=[C:13]([NH:15][CH2:16][C:17]#[CH:18])[C:12]([Br:19])=[CH:11][N:10]=2)=[CH:4][CH:3]=1.[CH2:20]([N:22]=[C:23]=[O:24])[CH3:21]>C(#N)C>[Br:19][C:12]1[C:13]([NH:15][CH2:16][C:17]#[CH:18])=[N:14][C:9]([NH:8][C:5]2[CH:6]=[CH:7][C:2]([NH:1][C:23]([NH:22][CH2:20][CH3:21])=[O:24])=[CH:3][CH:4]=2)=[N:10][CH:11]=1

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 57593369N2-(4-Amino-phenyl)-5-bromo-N4-prop-2-ynyl-pyrimidine-2,4-diamine

Product 1

HCID 57593410HCID 57593410, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

N2-(4-Amino-phenyl)-5-bromo-N4-prop-2-ynyl-pyrimidine-2,4-diamine (100 mg, 0.3 mmole, prepared in analogy to procedure 21) was dissolved in acetonitrile (10 ml) and ethyl isocyanate (0.5 ml) was added at room temperature. The reaction mixture was heated under reflux for 5 hours and then cooled to room temperature and stirred overnight. The solid was filtered off and dried under high vacuum to provide 47 mg of 1-[4-(5-Bromo-4-prop-2-ynylamino-pyrimidin-2-ylamino)-phenyl]-3-ethyl-urea. ESI-MS: 390.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 5 hours
  3. filtrationThe solid was filtered off
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-df8f8c45311f487e95201ed0c4a018c1
Source dataset
uspto-grants-2009_03
Patent number
US07504410B2

Reaction notes

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