Triethylamine → HCID 58504544, compound

HRID 2367232Notes

Reaction equation

HRID 2367232 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH2:9])[N:3]=1.CCN(CC)CC.[CH:17]1([CH:20]2[CH2:24][CH2:23][CH2:22][NH:21]2)[CH2:19][CH2:18]1>CC#N>[Cl:8][C:6]1[CH:7]=[C:2]([N:21]2[CH2:22][CH2:23][CH2:24][CH:20]2[CH:17]2[CH2:19][CH2:18]2)[N:3]=[C:4]([NH2:9])[N:5]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 655222-Amino-4,6-dichloropyrimidineHCID 18070899HCID 18070899, compound

Product 1

HCID 58504544HCID 58504544, compoundYield 58.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

To 4,6-dichloro-2-pyrimidinamine (95 mg, 0.576 mmol) in CH3CN (5 mL) was added Et3N (0.25 mL, 1.75 mmol) followed by 2-cyclopropylpyrrolidine (74 mg, 0.50 mmol), and the reaction mixture was stirred for 4 hours at 80° C. The reaction was poured onto water (a precipitate was formed), and filtered. Flash chromatography SiO2 (gradient: EtOAc/hexanes) afforded the title compound (70 mg) as a white solid. LC-MS (ES) m/z=239, 241 [M+H]+.

Workup

  1. additionThe reaction was poured onto water (a precipitate
  2. customwas formed), and
  3. filtrationfiltered

Sources & evidence

ORD record
ord-def376516da545eba6f9c284468bed62
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

Loading…