4-Nitroaniline → HCID 68700918, compound

HRID 1026698Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([N:17]2[CH2:21][C@H:20]([CH2:22][NH:23][C:24](=[O:26])[CH3:25])[O:19][C:18]2=[O:27])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][C:11](=O)[C:10]([CH3:16])([CH3:15])[CH2:9]1.[C-:28]#[N:29].[Na+].[N+:31]([C:34]1[CH:40]=[CH:39][C:37]([NH2:38])=[CH:36][CH:35]=1)([O-:33])=[O:32]>>[N+:31]([C:34]1[CH:40]=[CH:39][C:37]([NH:38][C:11]2([C:28]#[N:29])[CH2:12][CH2:13][N:8]([C:7]3[CH:6]=[CH:5][C:4]([N:17]4[CH2:21][C@H:20]([CH2:22][NH:23][C:24](=[O:26])[CH3:25])[O:19][C:18]4=[O:27])=[CH:3][C:2]=3[F:1])[CH2:9][C:10]2([CH3:15])[CH3:16])=[CH:36][CH:35]=1)([O-:33])=[O:32]

Participants

Reactant 3

HCID 74754-Nitroaniline

HCID 8929Sodium Cyanide

HCID 59754027HCID 59754027, compound

Product 1

HCID 68700918HCID 68700918, compoundYield 51%

Procedure

By using procedure as described in Example 45 and by reacting (S)—N-{3-[3-fluoro-4-(4-oxo-3,3-dimethylpiperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide with sodium cyanide and 4-nitroaniline the compound was obtained in 51% yield.

Workup

customwas obtained in 51% yield

Sources & evidence

ORD record: ord-5347471b9e7a48f0bd678aefe735fdd5
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08729269B2

Reaction notes

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