1,1-Dimethylhydrazine → HCID 18186466, compound

HRID 1357533Notes

Reaction equation

HRID 1357533 reaction equation
[NH:1]([C:8]1[C:13]([Br:14])=[CH:12][N:11]=[C:10]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH:24]3[O:26][CH2:25]3)=[CH:18][CH:17]=2)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:27][N:28]([CH3:30])[NH2:29]>C1COCC1>[NH:1]([C:8]1[C:13]([Br:14])=[CH:12][N:11]=[C:10]([NH:15][C:16]2[CH:17]=[CH:18][C:19]([O:22][CH2:23][CH:24]([OH:26])[CH2:25][NH:29][N:28]([CH3:30])[CH3:27])=[CH:20][CH:21]=2)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 59761,1-DimethylhydrazineHCID 18186486HCID 18186486, compound

Product 1

HCID 18186466HCID 18186466, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

4-Anilino-5-bromo-2-[4-(2,3-epoxypropoxy)anilino]pyrimidine (Method 3, 100 mg, 0.24 mmol) was dissolved in THF (1 ml). N,N-Dimethylhydrazine (148 mg, 2.42 mmol) was added and the mixture was heated at 100° C. for 1 hour. Volatile material was removed by evaporation and the residue was triturated with diethyl ether (2 ml) to give the product as a yellow solid (83 mg, 74%). MS (MH+): 473, 475; HPLC (RT): 3.37.

Workup

  1. customVolatile material was removed by evaporation
  2. customthe residue was triturated with diethyl ether (2 ml)

Sources & evidence

ORD record
ord-c623319f68de43fa8bf0ad6e5d7b21b7
Source dataset
uspto-grants-2003_07
Patent number
US06593326B1

Reaction notes

Loading…