Tert-Butylamine → N-tert-Butyl-6-chloropyrimidin-4-amine

HRID 876154Notes

Reaction equation

HRID 876154 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[CH3:9][C:10]([NH2:13])([CH3:12])[CH3:11].CCN(C(C)C)C(C)C>CC(O)C>[C:10]([NH:13][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1)([CH3:12])([CH3:11])[CH3:9]

Participants

5

Reactant 3

HCID 6385Tert-ButylamineHCID 709434,6-DichloropyrimidineHCID 81531Diisopropylethylamine

Product 1

HCID 21749032N-tert-Butyl-6-chloropyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

251 mg of 4,6-dichloropyrimidine, 123 mg of 2-methylpropan-2-amine and 260 mg of DIPEA were dissolved in 2.5 mL of i-PrOH and charged into a screw cap vial and the vial obtained was kept overnight in a heating block at 90° C. The reaction was monitored by TLC and was completed after 12 hours. The mixture obtained was cooled to r.t., solvent was evaporated and pure N-tert-butyl-6-chloropyrimidin-4-amine was obtained by column chromatography using PE:EtOAc 10:1.

Workup

  1. additioncharged into a screw
  2. customcap vial
  3. customthe vial obtained
  4. waitwas completed after 12 hours
  5. customThe mixture obtained
  6. customsolvent was evaporated

Sources & evidence

ORD record
ord-046de8916abc44448b3054045ff50b8e
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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