Acetic Anhydride → HCID 178435577, compound

HRID 373728Notes

Reaction equation

HRID 373728 reaction equation
[CH2:1]([C:3]1[CH:12]=[CH:11][C:6]2[N:7]=[C:8]([CH3:10])[NH:9][C:5]=2[C:4]=1[N:13]1[CH2:17][CH:16]([CH2:18][NH2:19])[O:15][C:14]1=[O:20])[CH3:2].[C:21](OC(=O)C)(=[O:23])[CH3:22]>N1C=CC=CC=1>[CH2:1]([C:3]1[CH:12]=[CH:11][C:6]2[N:7]=[C:8]([CH3:10])[NH:9][C:5]=2[C:4]=1[N:13]1[CH2:17][CH:16]([CH2:18][NH:19][C:21](=[O:23])[CH3:22])[O:15][C:14]1=[O:20])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 178435579HCID 178435579, compound

Product 1

HCID 178435577HCID 178435577, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of (±)-3-(5'-1-Ethyl-2-methylbenzimidazolyl)-5-(aminomethyl)oxazolidin-2-one (XL, EXAMPLE 71, 0.100 g) in pyridine (2 ml) and acetic anhydride (1 ml) is stirred under nitrogen for 2 hrs. The mixture is then concentrated under reduced pressure to give the title compound, no further purification is necessary by analysis, mp 217°-218°, NMR (CDCl3 /DMF-d7, 300 MHz) 7.74, 7.52, 4.80, 4.27, 3.93, 3.58, 2.61 and 1.38 δ; CMR (DMF-d7, 75.47 MHz) 13.06, 14.67, 22.2, 38.65, 42.2, 72.01, 101.7, 109.34, 109.96, 114.57, 132.5, 134.2, 143.3, 153.5, 155.7 and 171.7 δ.

Workup

  1. concentrationThe mixture is then concentrated under reduced pressure

Sources & evidence

ORD record
ord-bb205e8403b54413b53489033fe8b14a
Source dataset
uspto-grants-1992_11
Patent number
US05164510

Reaction notes

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