4-Nitroaniline → HCID 11466358, compound

HRID 1026697Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([N:16]2[CH2:20][C@H:19]([CH2:21][NH:22][C:23](=[O:25])[CH3:24])[O:18][C:17]2=[O:26])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][C:11](=O)[CH:10]([CH3:15])[CH2:9]1.[C-:27]#[N:28].[Na+].[N+:30]([C:33]1[CH:39]=[CH:38][C:36]([NH2:37])=[CH:35][CH:34]=1)([O-:32])=[O:31]>>[N+:30]([C:33]1[CH:39]=[CH:38][C:36]([NH:37][C:11]2([C:27]#[N:28])[CH2:12][CH2:13][N:8]([C:7]3[CH:6]=[CH:5][C:4]([N:16]4[CH2:20][C@H:19]([CH2:21][NH:22][C:23](=[O:25])[CH3:24])[O:18][C:17]4=[O:26])=[CH:3][C:2]=3[F:1])[CH2:9][CH:10]2[CH3:15])=[CH:35][CH:34]=1)([O-:32])=[O:31]

Participants

Reactant 3

HCID 74754-Nitroaniline

HCID 8929Sodium Cyanide

HCID 54320048HCID 54320048, compound

Product 1

HCID 11466358HCID 11466358, compoundYield 49%

Procedure

By using procedure as described in Example 45 and by reacting (S)—N-{3-[3-fluoro-4-(4-oxo-3-methyl-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide with sodium cyanide and 4-nitroaniline the compound was obtained in 49% yield.

Workup

customwas obtained in 49% yield

Sources & evidence

ORD record: ord-0dfa9d03e0e64ec2a38936ca48266842
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08729269B2

Reaction notes

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