Ethylamine → HCID 58075575, compound

HRID 2370185Notes

Reaction equation

HRID 2370185 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH2:10][CH2:9][C:8]([CH3:17])([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:6]=2[N:7]=1.[CH2:19]([NH2:21])[CH3:20]>C1COCC1.CO>[Cl:1][C:2]1[N:3]=[C:4]([NH:21][CH2:19][CH3:20])[C:5]2[CH2:10][CH2:9][C:8]([CH3:17])([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:6]=2[N:7]=1

Participants

5

Reactant 2

HCID 6341EthylamineHCID 58075289HCID 58075289, compound

Product 1

HCID 58075575HCID 58075575, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2,4-dichloro-7-methyl-7-phenyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine (Preparation V) (43.1 mg, 0.154 mmol) in THF (772 μL) at rt was added a solution of 2M Ethylamine (386 μL, 0.772 mmol) diluted with 390 uL MeOH (overall reaction is 0.1M in 1:1 THF/MeOH). Let stir at rt. Removed the solvent and subjected the residue to a Silica gel column with an EtOAc/Hex gradient to afford 2-chloro-N-ethyl-7-methyl-7-phenyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine (38.0 mg, 0.132 mmol, 86% yield).

Workup

  1. customRemoved the solvent

Sources & evidence

ORD record
ord-f122efbf1f344dbea49b7223f4913930
Source dataset
uspto-grants-2014_04
Patent number
US08710061B2

Reaction notes

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