HCID 44242401, compound → HCID 44242402, compound

HRID 1446061Notes

Reaction equation

HRID 1446061 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:37]2[CH2:41][C@H:40]([CH2:42][NH:43][C:44](=[O:46])[CH3:45])[O:39][C:38]2=[O:47])[CH:5]=[CH:6][C:7]=1[C:8]1[C:9]([O:27]CC2C=CC(OC)=CC=2)=[N:10][C:11]([O:14][C@@H:15]2[CH2:20][O:19][C:18]3=[N:21][C:22]([N+:24]([O-:26])=[O:25])=[CH:23][N:17]3[CH2:16]2)=[N:12][CH:13]=1>C(O)(C(F)(F)F)=O.C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([N:37]2[CH2:41][C@H:40]([CH2:42][NH:43][C:44](=[O:46])[CH3:45])[O:39][C:38]2=[O:47])[CH:5]=[CH:6][C:7]=1[C:8]1[C:9](=[O:27])[NH:10][C:11]([O:14][C@@H:15]2[CH2:20][O:19][C:18]3=[N:21][C:22]([N+:24]([O-:26])=[O:25])=[CH:23][N:17]3[CH2:16]2)=[N:12][CH:13]=1

Participants

3

Reactant 1

HCID 44242401HCID 44242401, compound

Product 1

HCID 44242402HCID 44242402, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

To a solution of (S,S)—N-(3-{3-Fluoro-4-[4-(4-methoxy-benzyloxy)-2-(2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yloxy)-pyrimidin-5-yl]-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide (60 mg, 0.092 mmol) in TFA/methylene chloride (3.0 mL, 1/1) was stirred at rt for 1 h. Solvents were evaporated and triturated with ether to give the title product (43 mg, 88%) as a pale yellow solid. ESI MS m/z 530.4 (M+H+).

Workup

  1. customSolvents were evaporated
  2. customtriturated with ether

Sources & evidence

ORD record
ord-06348da3bd2244fe949b383c3bb7a780
Source dataset
uspto-grants-2010_02
Patent number
US07666864B2

Reaction notes

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