Cyclopentylamine → HCID 21433269, compound

HRID 2367188Notes

Reaction equation

HRID 2367188 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH2:9])[N:3]=1.[CH:10]1([NH2:15])[CH2:14][CH2:13][CH2:12][CH2:11]1>CO>[Cl:8][C:6]1[N:5]=[C:4]([NH2:9])[N:3]=[C:2]([NH:15][CH:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:7]=1

Participants

4

Reactant 2

HCID 2906CyclopentylamineHCID 655222-Amino-4,6-dichloropyrimidine

Product 1

HCID 21433269HCID 21433269, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

In a 25 mL sealable tube under argon were combined 4,6-dichloro-2-pyrimidinamine (0.50 g, 3.05 mmol), cyclopentylamine (0.75 mL, 7.62 mmol) and CH3OH (10 mL). The vial was sealed and the reaction mixture was stirred for 16 hours at 50° C. The reaction was concentrated, and the resulting oil was partitioned between EtOAc and water. The organic layer was separated, dried (MgSO4), filtered and concentrated to afford the title compound (605 mg, 93%) as an orange oil. LC-MS (ES) m/z=213 [M+H]+.

Workup

  1. customIn a 25 mL sealable tube under argon were combined
  2. customThe vial was sealed
  3. concentrationThe reaction was concentrated
  4. customthe resulting oil was partitioned between EtOAc and water
  5. customThe organic layer was separated
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-2aa3e95efad4476d9d702e613667e98c
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

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