M-Phenylenediamine → HCID 11213483, compound

HRID 1026694Notes

Reaction equation

HRID 1026694 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+].[NH2:29][C:30]1[CH:31]=[C:32]([CH:34]=[CH:35][CH:36]=1)[NH2:33]>>[NH2:29][C:30]1[CH:31]=[C:32]([NH:33][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:35][CH:36]=1

Participants

4

Reactant 3

HCID 7935M-PhenylenediamineHCID 8929Sodium CyanideHCID 54375226N-[(5S)-3-[3-fluoro-4-(4-oxopiperidinyl)phenyl]-2-oxo-5-oxazolidinyl]methylacetamide

Product 1

HCID 11213483HCID 11213483, compoundYield 46%

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 3-aminoaniline the compound was obtained in 46% yield.

Workup

  1. customwas obtained in 46% yield

Sources & evidence

ORD record
ord-ee8d06f9b4ad48f6829579a94f2be6ed
Source dataset
uspto-grants-2014_05
Patent number
US08729269B2

Reaction notes

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