Potassium Carbonate → [1-(4-Ethynylphenyl)-cyclopropyl]-propylamine

HRID 2185335Notes

Reaction equation

HRID 2185335 reaction equation
[CH2:1]([NH:4][C:5]1([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[C:15][Si](C)(C)C)=[CH:10][CH:9]=2)[CH2:7][CH2:6]1)[CH2:2][CH3:3].C(=O)([O-])[O-].[K+].[K+]>CO>[C:14]([C:11]1[CH:12]=[CH:13][C:8]([C:5]2([NH:4][CH2:1][CH2:2][CH3:3])[CH2:6][CH2:7]2)=[CH:9][CH:10]=1)#[CH:15]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22568956Propyl-[1-(4-trimethylsilanylethynylphenyl)-cyclopropyl]-amine

Product 1

HCID 22568926[1-(4-Ethynylphenyl)-cyclopropyl]-propylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using General Procedure E; propyl-[1-(4-trimethylsilanylethynyl-7 phenyl)-cyclopropyl]-amine (Intermediate 119, 80.0 mg, 0.30 mmols) in methanol (8 mL) was treated with potassium carbonate (80.0 mg, 0.59 mmol) and stirred overnight at ambient temperature. The crude alkyne (58 mg, 100%) was used directly in the next reaction.

Sources & evidence

ORD record
ord-fe239be2ebd34b3b8663a67a5a882e74
Source dataset
uspto-grants-2002_06
Patent number
US06399774B1

Reaction notes

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