Cyanuric chloride → HCID 59010023, compound

HRID 2118099Notes

Reaction equation

HRID 2118099 reaction equation
[F:1][CH:2]([F:28])[O:3][C:4]1[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[CH:20][C:5]=1[O:6][C:7]1[CH:19]=[CH:18][C:10]2[C@@H:11]3[C@@H:14]([C:15]([NH2:17])=O)[C@@H:12]3[O:13][C:9]=2[CH:8]=1.N1C(Cl)=NC(Cl)=NC=1Cl>CN(C=O)C>[F:28][CH:2]([F:1])[O:3][C:4]1[CH:23]=[C:22]([C:24]([F:27])([F:25])[F:26])[CH:21]=[CH:20][C:5]=1[O:6][C:7]1[CH:19]=[CH:18][C:10]2[C@@H:11]3[C@@H:14]([C:15]#[N:17])[C@@H:12]3[O:13][C:9]=2[CH:8]=1

Participants

4

Reactant 2

HCID 7954Cyanuric chlorideHCID 24854928HCID 24854928, compound

Product 1

HCID 59010023HCID 59010023, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of the corresponding amide (Example 21, 386 mg, 0.96 mmol) in DMF (5 mL) was added cyanuric chloride (89 mg, 0.48 mmol). The reaction was stirred at room temperature for 2h. After aqueous workup, the crude product was purified on a silica gel column, eluting with ethyl acetate (0-30%) in hexanes. The final product was collected as colorless oil.

Workup

  1. customAfter aqueous workup, the crude product was purified on a silica gel column
  2. washeluting with ethyl acetate (0-30%) in hexanes
  3. customThe final product was collected as colorless oil

Sources & evidence

ORD record
ord-6dcc5391bcf0433cb3f5c9958bb4d1c4
Source dataset
uspto-grants-2008_10
Patent number
US07442808B2

Reaction notes

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