2,4-Difluorobenzamidoxime → HCID 59395868, compound

HRID 1097732Notes

Reaction equation

HRID 1097732 reaction equation
[Cl:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]([CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=O)[C:6](=[O:19])[N:5]([CH2:20][CH3:21])[C:4]=2[N:3]=1.[F:22][C:23]1[CH:32]=[C:31]([F:33])[CH:30]=[CH:29][C:24]=1[C:25](=[N:27]O)[NH2:26]>CS(C)=O>[Cl:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]([CH2:12][CH2:13][CH2:14][CH2:15][C:16]3[O:18][N:26]=[C:25]([C:24]4[CH:29]=[CH:30][C:31]([F:33])=[CH:32][C:23]=4[F:22])[N:27]=3)[C:6](=[O:19])[N:5]([CH2:20][CH3:21])[C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 28238252,4-DifluorobenzamidoximeHCID 59395386HCID 59395386, compound

Product 1

HCID 59395868HCID 59395868, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 5-(8-chloro-3-ethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)pentanoic acid (0.05 g, 0.16 mmol) in DMSO (1 ml) was treated with CDl (0.029 g, 0.18 mmol) and the mixture stirred at room temperature for 1 h. Subsequently, the mixture was treated with 2,4-difluorobenzamidoxime (0.03 g, 0.18 mmol) and then heated to 120° C. for 30 min. The product was purified from the crude mixture using MDAP. Product-containing fractions were evaporated using a stream of nitrogen and the resulting colourless gum triturated in ether and dried to reveal the title compound as a white solid (50 mg, 70%).

Workup

  1. temperatureheated to 120° C. for 30 min
  2. customThe product was purified from the crude mixture
  3. customProduct-containing fractions were evaporated
  4. customthe resulting colourless gum triturated in ether
  5. customdried

Sources & evidence

ORD record
ord-94c61d7dc01a470bb5e0c89dcee074dc
Source dataset
uspto-grants-2012_03
Patent number
US08143264B2

Reaction notes

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