Methanol → HCID 10093954, compound

HRID 1452591Notes

Reaction equation

HRID 1452591 reaction equation
S1CCC(C2C([F:13])=CC(N3C[C@H](CN4C=C(C)N=N4)OC3=O)=CC=2F)CC1.Cl[C:29]1[CH:34]=CC=C(C(OO)=O)[CH:30]=1.[O:39]=[S:40]1(=[O:63])[CH2:45][CH:44]=[C:43]([C:46]2[CH:51]=[CH:50][C:49]([N:52]3[CH2:56][C@H:55]([CH2:57][N:58]=[N+:59]=[N-:60])[O:54][C:53]3=[O:61])=[CH:48][C:47]=2[F:62])[CH2:42][CH2:41]1.CO>ClCCl>[O:63]=[S:40]1(=[O:39])[CH2:41][CH2:42][CH:43]([C:46]2[C:51]([F:13])=[CH:50][C:49]([N:52]3[CH2:56][C@H:55]([CH2:57][N:58]4[CH:30]=[C:29]([CH3:34])[N:60]=[N:59]4)[O:54][C:53]3=[O:61])=[CH:48][C:47]=2[F:62])[CH2:44][CH2:45]1

Participants

6

Reactant 4

HCID 887MethanolHCID 70297m-Chloroperbenzoic acidHCID 10318471HCID 10318471, compoundHCID 11222326HCID 11222326, compound

Product 1

HCID 10093954HCID 10093954, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(5R)-3-[4-(Tetrahydro-2H-thiopyran-4-yl)-3,5-difluorophenyl]-5 [(4-methyl-1,2,3-triazol-1-yl)methyl]oxazolidin-2-one (Example 24) (0.5 g, 1.27 mmol) was oxidized with 3-chloro perbenzoic acid (0.94 g, 3.8 mmol) as described for Intermediate 2. Chromatography on silica gel with 0-10% methanol in dichloromethane gave the title compound as as colourless solid (0.54 g).

Sources & evidence

ORD record
ord-eb000ad961024704b58f02e6bcdd1627
Source dataset
uspto-grants-2009_01
Patent number
US07473699B2

Reaction notes

Loading…