Ethyl pent-2-yn-1-oate → (S)-2-(4-tert-Butyl-phenoxymethyl)-5-ethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one

HRID 237833Notes

Reaction equation

HRID 237833 reaction equation
[C:1]([C:5]1[CH:18]=[CH:17][C:8]([O:9][CH2:10][C@H:11]2[O:15][C:14]([NH2:16])=[N:13][CH2:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:19](OCC)(=[O:24])[C:20]#[C:21][CH2:22][CH3:23]>C(Cl)(Cl)Cl>[C:1]([C:5]1[CH:18]=[CH:17][C:8]([O:9][CH2:10][C@H:11]2[O:15][C:14]3=[N:16][C:19](=[O:24])[CH:20]=[C:21]([CH2:22][CH3:23])[N:13]3[CH2:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 99169Ethyl pent-2-yn-1-oateHCID 67060987(S)-5-(4-tert-butyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine

Product 1

HCID 25073613(S)-2-(4-tert-Butyl-phenoxymethyl)-5-ethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared from (S)-5-(4-tert-butyl-phenoxymethyl)-4,5-dihydro-oxazol-2-yl-amine and ethyl 2-pentynoate according to the procedures employed for the preparation of the compound in Example 95. [α]D25 −29.20 (c 0.5, CHCl3)

Workup

  1. customemployed for the preparation of the compound in Example 95

Sources & evidence

ORD record
ord-4ba305e817224b9487425d7d671ecf56
Source dataset
uspto-grants-2014_02
Patent number
US08642603B2

Reaction notes

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