Sodium Bicarbonate → HCID 11190014, compound

HRID 602324Notes

Reaction equation

HRID 602324 reaction equation
Cl.CN(C)CCCN=C=NCC.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21]([N:23]2[C@@H:27]([C:28]([OH:30])=O)[CH2:26][O:25][CH2:24]2)=[O:22])=[CH:16][CH:15]=1.[NH2:31][C:32]1[CH:37]=[CH:36][C:35]([N:38]2[CH2:43][CH2:42][O:41][CH2:40][C:39]2=[O:44])=[CH:34][CH:33]=1.C(=O)([O-])O.[Na+]>CN(C)C=O>[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([NH:20][C:21]([N:23]2[C@@H:27]([C:28]([NH:31][C:32]3[CH:33]=[CH:34][C:35]([N:38]4[CH2:43][CH2:42][O:41][CH2:40][C:39]4=[O:44])=[CH:36][CH:37]=3)=[O:30])[CH2:26][O:25][CH2:24]2)=[O:22])=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 111948544-(4-Aminophenyl)morpholin-3-oneHCID 58691300HCID 58691300, compound

Product 1

HCID 11190014HCID 11190014, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.2 498 mg (2.60 mmol) of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (DAPECI) are added to a solution of 541 mg (2.00 mmol) of (R)-3-(4-chlorophenylcarbamoyl)oxazolidine-4-carboxylic acid and 384 mg (2.00 mmol) of 4-(4-aminophenyl)morpholin-3-one in 4 ml of dimethylformamide (DMF), and the mixture is stirred at room temperature for 18 hours. The reaction mixture is added to saturated sodium hydrogencarbonate solution, and the precipitate formed is filtered off, giving 3-N-[(4-chlorophenyl)]4-N-{[4-(3-oxomorpholin-4-yl)phenyl]}-(R)-oxazolidine-3,4-dicarboxamide (“A2”) as a colourless solid; ESI 461.

Workup

  1. customthe precipitate formed
  2. filtrationis filtered off

Sources & evidence

ORD record
ord-d5590504850f4c76acff7b08aebcdc8a
Source dataset
uspto-grants-2011_03
Patent number
US07906516B2

Reaction notes

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