4-Nitroaniline → HCID 11283345, compound

HRID 2247040Notes

Reaction equation

HRID 2247040 reaction equation
O=[C:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:18][C@H:17]([CH2:19][NH:20][C:21](=[O:23])[CH3:22])[O:16][C:15]3=[O:24])=[CH:10][C:9]=2[F:25])[CH2:4][CH2:3]1.[C-:26]#[N:27].[Na+].[N+:29]([C:32]1[CH:38]=[CH:37][C:35]([NH2:36])=[CH:34][CH:33]=1)([O-:31])=[O:30]>>[N+:29]([C:32]1[CH:38]=[CH:37][C:35]([NH:36][C:2]2([C:26]#[N:27])[CH2:7][CH2:6][N:5]([C:8]3[CH:13]=[CH:12][C:11]([N:14]4[CH2:18][C@H:17]([CH2:19][NH:20][C:21](=[O:23])[CH3:22])[O:16][C:15]4=[O:24])=[CH:10][C:9]=3[F:25])[CH2:4][CH2:3]2)=[CH:34][CH:33]=1)([O-:31])=[O:30]

Participants

4

Reactant 3

HCID 74754-NitroanilineHCID 8929Sodium CyanideHCID 54375226N-[(5S)-3-[3-fluoro-4-(4-oxopiperidinyl)phenyl]-2-oxo-5-oxazolidinyl]methylacetamide

Product 1

HCID 11283345HCID 11283345, compoundYield 61%

Procedure

By using procedure as described in Example 45 and by reacting (S)-N-{3-[4-(4-oxo-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide with sodium cyanide and 4-nitroaniline the compound was obtained in 61% yield.

Workup

  1. customwas obtained in 61% yield

Sources & evidence

ORD record
ord-91beacd3988f40bdbe3823ec7e535901
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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