Ethyl 4-fluorobut-2-ynoate → (S)-2-(4-tert-Butyl-phenoxymethyl)-5-fluoromethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one

HRID 237832Notes

Reaction equation

HRID 237832 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([O:21][C:22](=O)[C:23]#[C:24][CH2:25][F:26])C>>[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:22](=[O:21])[CH:23]=[C:24]([CH2:25][F:26])[N:13]3[CH2:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 23234139Ethyl 4-fluorobut-2-ynoateHCID 67060987(S)-5-(4-tert-butyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine

Product 1

HCID 59252519(S)-2-(4-tert-Butyl-phenoxymethyl)-5-fluoromethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one

Procedure

The title compound was prepared from (S)-5-(4-tert-butyl-phenoxymethyl)-4,5-dihydro-oxazol-2-yl-amine and 4-fluoro-but-2-ynoic acid ethyl ester (prepared in accordance with the procedures as described in Poulter, J Org Chem 1981, 46, 1532) according to the procedures employed for the preparation of the compound in Example 98.

Workup

  1. customprepared in accordance with the procedures
  2. customemployed for the preparation of the compound in Example 98

Sources & evidence

ORD record
ord-d2cfa0e10b9f48798ae5c4e02f9a63dc
Source dataset
uspto-grants-2014_02
Patent number
US08642603B2

Reaction notes

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