Dabco → HCID 69274229, compound

HRID 2375825Notes

Reaction equation

HRID 2375825 reaction equation
[Cl:1][C:2]1[C:3]2[CH:10]=[C:9]([C:11]3[CH2:12][CH2:13][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:15][CH:16]=3)[NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[N:24]12[CH2:31][CH2:30][N:27]([CH2:28][CH2:29]1)[CH2:26][CH2:25]2>CS(C)=O>[Cl-:1].[C:20]([O:19][C:17]([N:14]1[CH2:15][CH:16]=[C:11]([C:9]2[NH:8][C:4]3[N:5]=[CH:6][N:7]=[C:2]([N+:24]45[CH2:31][CH2:30][N:27]([CH2:28][CH2:29]4)[CH2:26][CH2:25]5)[C:3]=3[CH:10]=2)[CH2:12][CH2:13]1)=[O:18])([CH3:23])([CH3:22])[CH3:21]

Participants

4

Reactant 2

HCID 9237DabcoHCID 58709797tert-butyl 4-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-3,6-dihydropyridine-1(2H)-carboxylate

Product 1

HCID 69274229HCID 69274229, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a stirred solution of 1M tert-butyl 4-(4-chloro-7H-pyrrolo[2,3-d]-pyrimidin-6-yl)-3,6-dihydropyridine-1(2H)-carboxylate (200 mg, 0.6 mmol) in anhydrous DMSO (0.6 mL), was added 1,4-Diaza-bicyclo[2.2.2]octane (370 mg, 3.3 mmol). The mixture was stirred under argon at rt until TLC analysis showed no starting material was present. The resulting solution containing the title compound was used directly in the next step.

Sources & evidence

ORD record
ord-f174f79417dc49b6b2d42bf460583aa0
Source dataset
uspto-grants-2008_12
Patent number
US07465726B2

Reaction notes

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