Cyanuric chloride → HCID 9945734, compound

HRID 2186470Notes

Reaction equation

HRID 2186470 reaction equation
N1C(Cl)=NC(Cl)=NC=1Cl.[F:10][CH:11]([F:27])[O:12][C:13]1[C:18]2[N:19]=[C:20]([CH2:22][CH3:23])[O:21][C:17]=2[C:16]([C:24]([OH:26])=O)=[CH:15][CH:14]=1.C(N(CC)CC)C.[CH3:35][C:36]1[C:40]([NH2:41])=[CH:39][O:38][N:37]=1>ClCCl.C(OCC)C.CCCCCC>[CH3:35][C:36]1[C:40]([NH:41][C:24]([C:16]2[C:17]3[O:21][C:20]([CH2:22][CH3:23])=[N:19][C:18]=3[C:13]([O:12][CH:11]([F:10])[F:27])=[CH:14][CH:15]=2)=[O:26])=[CH:39][O:38][N:37]=1

Participants

7

Reactant 4

HCID 7954Cyanuric chlorideHCID 8471TriethylamineHCID 138042843-Methyl-1,2-oxazol-4-amineHCID 224566434-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid

Product 1

HCID 9945734HCID 9945734, compoundYield 3.8%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 21584099Diethylether hexaneSolvent

Procedure

Cyanuric chloride (24 mg) was added to a suspension of 4-difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (0.1 g) in dichloromethane (20 ml) at room temperature under an atmosphere of nitrogen. Triethylamine (0.07 ml) was added dropwise, followed by 3-methylisoxazol-4-ylamine (46 mg) in dichloromethane (5 ml). The reaction was left to stir for 2 hours before evaporation of the solvent in vacuo. Purification by column chromatography on silica eluting with 50% ethyl acetate in heptane afforded, after trituration with diethyl ether-hexane, the title compound as a white solid (5 mg).

Workup

  1. waitThe reaction was left
  2. customPurification by column chromatography on silica eluting with 50% ethyl acetate in heptane
  3. customafforded

Sources & evidence

ORD record
ord-f2288cf879514df0bb000366d59bb48b
Source dataset
uspto-grants-2002_06
Patent number
US06403791B1

Reaction notes

Loading…