Cyclobutylamine → HCID 118073613, compound

HRID 928185

Reaction equation

HRID 928185 reaction equation
[CH:1]1([NH2:5])[CH2:4][CH2:3][CH2:2]1.[Cl:6][C:7]1[N:12]=[C:11](Cl)[C:10]([N+:14]([O-:16])=[O:15])=[C:9]([Cl:17])[N:8]=1.CCN(C(C)C)C(C)C>CC(O)C>[Cl:6][C:7]1[N:12]=[C:11]([NH:5][CH:1]2[CH2:4][CH2:3][CH2:2]2)[C:10]([N+:14]([O-:16])=[O:15])=[C:9]([Cl:17])[N:8]=1

Participants

5

Reactant 3

HCID 75645CyclobutylamineHCID 81531DiisopropylethylamineHCID 42978432,4,6-Trichloro-5-nitropyrimidine

Product 1

HCID 118073613HCID 118073613, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

Cyclobutanamine (0.485 mL, 5.68 mmol) in iPrOH (20 mL) was added to a solution of 2,4,6-trichloro-5-nitropyrimidine (1.29 g, 5.65 mmol) in iPrOH (40 mL) at −78° C. dropwise via addition funnel. After complete addition, the mixture was allowed to warm to rt over 30 min, then DIEA (0.940 mL, 5.66 mmol) was added and the mixture stirred at rt for 10 min. The solvent was removed under reduced pressure and dried to give the title compound as a pale yellow oil which was used without purification.

Workup

  1. additionAfter complete addition
  2. customThe solvent was removed under reduced pressure
  3. customdried

Sources & evidence

ORD record
ord-c66db0927f9b4d98b64b1e04e327001f
Source dataset
uspto-grants-2016_03
Patent number
US09290496B2

Linked notes

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