Dabco → HCID 89963162, compound

HRID 337809Notes

Reaction equation

HRID 337809 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:4]=1[CH2:5][NH:6][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][N:8]=1.Cl[S:20]([C:23]1[C:24]([F:34])=[CH:25][C:26]([F:33])=[C:27]([CH:32]=1)[C:28]([O:30][CH3:31])=[O:29])(=[O:22])=[O:21].N12CCN(CC1)CC2>C1COCC1>[CH3:1][O:2][C:3]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:4]=1[CH2:5][N:6]([C:7]1[CH:12]=[CH:11][N:10]=[CH:9][N:8]=1)[S:20]([C:23]1[C:24]([F:34])=[CH:25][C:26]([F:33])=[C:27]([CH:32]=1)[C:28]([O:30][CH3:31])=[O:29])(=[O:22])=[O:21]

Participants

5

Reactant 3

HCID 9237DabcoHCID 43363651methyl 5-(chlorosulfonyl)-2,4-difluorobenzoateHCID 63362995N-(2,4-Dimethoxybenzyl)pyrimidin-4-amine

Product 1

HCID 89963162HCID 89963162, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 14b by using the N-(2,4-dimethoxybenzyl)pyrimidin-4-amine (378 mg, 1.54 mmol) prepared in Example 14a, methyl 5-(chlorosulfonyl)-2,4-difluorobenzoate (500 mg, 1.85 mmol), 1,4-diazabicyclo[2.2.2]octane (208 mg, 1.85 mmol) and THF (15.0 mL), to yield the title compound (332 mg, 45%) as a pale yellow oil.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-8b2f68f163cf49de81d358217265f5e7
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

Loading…