Methylamine → HCID 10125855, compound

HRID 896129Notes

Reaction equation

HRID 896129 reaction equation
[CH:1]([N:4]1[C:8]2[CH:9]=[CH:10][C:11]([N:13]3[CH2:17][C@H:16]([C:18]([O:20]C)=O)[O:15][C:14]3=[O:22])=[CH:12][C:7]=2[S:6][C:5]1=[O:23])([CH3:3])[CH3:2].[CH3:24][NH2:25]>CO>[CH3:24][NH:25][C:18]([C@@H:16]1[O:15][C:14](=[O:22])[N:13]([C:11]2[CH:10]=[CH:9][C:8]3[N:4]([CH:1]([CH3:2])[CH3:3])[C:5](=[O:23])[S:6][C:7]=3[CH:12]=2)[CH2:17]1)=[O:20]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 68489818HCID 68489818, compound

Product 1

HCID 10125855HCID 10125855, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The methyl (5R)-3-(2,3-dihydro-3-isopropyl-2-oxo-6-benzothiazolyl)-2-oxo-5-oxazolidinecarboxylate (EXAMPLE 31, Step 3, 2.89 g, 8.59 mmol) is treated with 2N methylamine in MeOH (8.2 mL), and the mixture is stirred at ambient temperature for 45 mins and then filtered to give the title compound, mp 172-173.5° C.; MS (ESI+) for C15H17N3O4S m/z 336 (M+H)+; [α]25D−43 (c 0.98, DMSO).

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-bc25894ae64c426baea0efcee68c8940
Source dataset
uspto-grants-2005_07
Patent number
US06919329B2

Reaction notes

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