3-Piperidinecarboxamide → 1-(4-(1-(2-(Dimethylamino)-6-methoxybenzyl)piperidin-4-ylamino)quinazolin-2-yl)piperidine-3-carboxamide

HRID 215916

Reaction equation

HRID 215916 reaction equation
Cl[C:2]1[N:11]=[C:10]([NH:12][CH:13]2[CH2:18][CH2:17][N:16]([CH2:19][C:20]3[C:25]([O:26][CH3:27])=[CH:24][CH:23]=[CH:22][C:21]=3[N:28]([CH3:30])[CH3:29])[CH2:15][CH2:14]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH:31]1[CH2:36][CH2:35][CH2:34][CH:33]([C:37]([NH2:39])=[O:38])[CH2:32]1>O1CCOCC1>[CH3:29][N:28]([CH3:30])[C:21]1[CH:22]=[CH:23][CH:24]=[C:25]([O:26][CH3:27])[C:20]=1[CH2:19][N:16]1[CH2:17][CH2:18][CH:13]([NH:12][C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=[C:2]([N:31]3[CH2:36][CH2:35][CH2:34][CH:33]([C:37]([NH2:39])=[O:38])[CH2:32]3)[N:11]=2)[CH2:14][CH2:15]1

Participants

4

Reactant 2

HCID 929803-PiperidinecarboxamideHCID 580062552-Chloro-N-(1-(2-(dimethylamino)-6-methoxybenzyl)piperidin-4-yl)quinazolin-4-amine

Product 1

HCID 580061971-(4-(1-(2-(Dimethylamino)-6-methoxybenzyl)piperidin-4-ylamino)quinazolin-2-yl)piperidine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Compound 47 (50 mg, 0.12 mmol) and piperidine-3-carboxamide (45 mg, 0.36 mmol) in 1,4-dioxane (5 mL) were heated to 117° C. for 24 h in a sealed tube. The product (AGN-219171) was purified by basic alumina flash column chromatography using 3% MeOH and 97% CH2Cl2 solution as eluent.

Workup

  1. customThe product (AGN-219171) was purified by basic alumina flash column chromatography

Sources & evidence

ORD record
ord-6b7548b5b5d144a5b7d79804b8cda90a
Source dataset
uspto-grants-2012_06
Patent number
US08193203B2

Linked notes

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