(4S)-4-(propan-2-yl)-1,3-oxazolidin-2-one → 5-Methyl-3-(pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-one

HRID 538984Notes

Reaction equation

HRID 538984 reaction equation
C([C@H:4]1[CH2:8][O:7][C:6](=[O:9])[NH:5]1)(C)C.Cl[C:11]1[CH:16]=[CH:15][N:14]2[N:17]=[CH:18][CH:19]=[C:13]2[N:12]=1.Br[C:21]1C=NN2C=CC(Cl)=NC=12>>[CH3:21][CH:8]1[O:7][C:6](=[O:9])[N:5]([C:11]2[CH:16]=[CH:15][N:14]3[N:17]=[CH:18][CH:19]=[C:13]3[N:12]=2)[CH2:4]1

Participants

4

Reactant 3

HCID 7157133(4S)-4-(propan-2-yl)-1,3-oxazolidin-2-oneHCID 210717595-Chloropyrazolo(1,5-a)pyrimidineHCID 454805073-Bromo-5-chloropyrazolo(1,5-a)pyrimidine

Product 1

HCID 670343175-Methyl-3-(pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-oneYield 48%

Procedure

5-Methyl-3-(pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-one (0.170 g, 48%) was prepared by the procedure described in Example 1, Step 4, substituting 5-methyloxazolidin-2-one (0.494 g, 4.88 mmol) for (S)-4-isopropyloxazolidin-2-one and 5-chloropyrazolo[1,5-a]pyrimidine (0.250 g, 1.63 mmol) for 3-bromo-5-chloropyrazolo[1,5-a]pyrimidine.

Sources & evidence

ORD record
ord-74cf521dda28412693d2e43de33930ac
Source dataset
uspto-grants-2014_10
Patent number
US08865726B2

Reaction notes

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