Trichloroisocyanuric Acid → HCID 178469500, compound

HRID 1486932Notes

Reaction equation

HRID 1486932 reaction equation
[CH2:1]1[CH2:11]CN2C(=NCCC2)CC1.[Br:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[N:19]=[CH:18][C:17]([C:23](N)=[O:24])=[C:16]2[NH:26][C@H:27]1[CH2:30][C@@H:29]([O:31][CH3:32])[CH2:28]1.ClN1C(=[O:40])N(Cl)C(=O)N(Cl)C1=O>CO>[Br:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[N:19]=[CH:18][C:17]([C:23]([O:40][CH2:11][CH3:1])=[O:24])=[C:16]2[NH:26][C@H:27]1[CH2:30][C@@H:29]([O:31][CH3:32])[CH2:28]1

Participants

5

Reactant 3

HCID 6909Trichloroisocyanuric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 178496653HCID 178496653, compound

Product 1

HCID 178469500HCID 178469500, compoundYield 238.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

DBU (5.36 mL, 35.86 mmol) was added in one portion to a mixture of 6-bromo-4-[(cis-3-methoxycyclobutyl)amino]quinoline-3-carboxamide (6.28 g, 17.93 mmol) and 1,3,5-trichloro-1,3,5-triazinane-2,4,6-trione (1.667 g, 7.17 mmol) in MeOH (65 mL). The resulting mixture was stirred at r.t. for 18 h. The resulting mixture was evaporated to dryness and the residue was purified by FCC, elution gradient 0 to 10% MeOH in DCM, to afford the desired material (6.48 g, 104%). Data consistent with material produced from alternate synthesis described earlier.

Workup

  1. customThe resulting mixture was evaporated to dryness
  2. customthe residue was purified by FCC, elution gradient 0 to 10% MeOH in DCM

Sources & evidence

ORD record
ord-b740cffa4162468cb87c3fe4e3fdcd2d
Source dataset
uspto-grants-2016_08
Patent number
US09428503B2

Reaction notes

Loading…