HCID 86588150, compound → HCID 22063577, compound

HRID 1828548Notes

Reaction equation

HRID 1828548 reaction equation
[F:1][C:2]1[C:3]([CH2:29][CH2:30][C:31]2[S:32][CH:33]=[C:34]([CH:36]([CH3:38])[CH3:37])[N:35]=2)=[CH:4][C:5]2[N:6]([CH:28]=1)[C:7](=[O:27])[C:8](/[CH:18]=[CH:19]/[C:20]([O:22]C(C)(C)C)=[O:21])=[C:9]([N:11]1[CH2:16][CH2:15][CH2:14][CH:13]([OH:17])[CH2:12]1)[N:10]=2>Cl.O1CCOCC1>[F:1][C:2]1[C:3]([CH2:29][CH2:30][C:31]2[S:32][CH:33]=[C:34]([CH:36]([CH3:38])[CH3:37])[N:35]=2)=[CH:4][C:5]2[N:6]([CH:28]=1)[C:7](=[O:27])[C:8](/[CH:18]=[CH:19]/[C:20]([OH:22])=[O:21])=[C:9]([N:11]1[CH2:16][CH2:15][CH2:14][CH:13]([OH:17])[CH2:12]1)[N:10]=2

Participants

3

Reactant 1

HCID 86588150HCID 86588150, compound2×

Product 1

HCID 22063577HCID 22063577, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

The tert-butyl (E )-3-{7-fluoro-2-(3-hydroxypiperidino)-8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl}-2-propenoate (43.6 mg, 0.0803 mmol) obtained in (M) was dissolved in 4 N hydrochloric acid/dioxane (3 ml) and stirred at room temperature for 2 hours. The reaction mixture was concentrated and the resulting residue was purified by preparative TLC (chloroform:methanol=10:1) to obtain the title compound (35.6 mg, 91%) as lyophilized product.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe resulting residue was purified by preparative TLC (chloroform:methanol=10:1)

Sources & evidence

ORD record
ord-e4271cc95ee947898fd421cfe06d3fa4
Source dataset
uspto-grants-2006_06
Patent number
US07056917B2

Reaction notes

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