Glycine → HCID 59351686, compound

HRID 1889406Notes

Reaction equation

HRID 1889406 reaction equation
[CH2:1]([C:3]1[S:28][C:6]2[N:7]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]4[C:21]([C:26]#[N:27])=[CH:22][CH:23]=[CH:24][CH:25]=4)=[CH:16][CH:15]=3)[C:8](=[O:12])[O:9][C:10](=O)[C:5]=2[CH:4]=1)[CH3:2].[NH2:29][CH2:30]C(O)=O>C(O)(=O)C>[CH2:1]([C:3]1[S:28][C:6]2[N:7]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]4[C:21]([C:26]#[N:27])=[CH:22][CH:23]=[CH:24][CH:25]=4)=[CH:16][CH:15]=3)[C:8](=[O:12])[CH2:30][NH:29][C:10](=[O:9])[C:5]=2[CH:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 750GlycineHCID 86642156HCID 86642156, compound

Product 1

HCID 59351686HCID 59351686, compoundYield 48.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4′-[(6-ethyl-2,4-dioxo-2H-thieno[2,3-d][1,3]oxazine-1(4H)-yl)methyl]biphenyl-2-carbonitrile (2 g), glycine (0.46 g) and acetic acid (20 mL) was stirred at 100° C. for 2 days. The reaction mixture was concentrated under reduced pressure, and purified by silica gel column chromatography to give the title compound as a colorless amorphous solid (1 g, 48%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-3fb32e36972743e68c48187658161ab3
Source dataset
uspto-grants-2013_08
Patent number
US08501750B2

Reaction notes

Loading…