Hydrochloric Acid → HCID 19107050, compound

HRID 1197529Notes

Reaction equation

HRID 1197529 reaction equation
[CH3:1][CH:2]1[CH2:15][CH:14]2[C:9]([NH:16]C(=O)OC)([CH2:10][CH:11]=[CH:12][CH2:13]2)[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.C[Si](C)(C)[O-].[K+].[ClH:27]>C1COCC1>[ClH:27].[CH3:1][CH:2]1[CH2:15][CH:14]2[C:9]([NH2:16])([CH2:10][CH:11]=[CH:12][CH2:13]2)[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 23668039Potassium trimethylsilanolateHCID 57249797HCID 57249797, compound

Product 1

HCID 19107050HCID 19107050, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of the compound of Example 35 (0.5 g, 1.85 mmol) and potassium trimethylsilanolate (0.47 g, 3.69 mmol) in 20 ml THF was refluxed overnight. The reaction was worked up as previously described, and the ethereal solution of the free amine was treated with isopropanolic HCl to give the title compound (0.25 g, 54%), mp 234°-236° C.

Sources & evidence

ORD record
ord-10ecec6af9ff463b8d67ab926b51841a
Source dataset
uspto-grants-1994_01
Patent number
US05276053

Reaction notes

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