1,4-Dioxane hydrochloride → HCID 86675351, compound

HRID 1914032Notes

Reaction equation

HRID 1914032 reaction equation
C(OC(=O)[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([N:18]3[C:22]4=[N:23][C:24]([C:27]5[CH:32]=[CH:31][CH:30]=[C:29]([N:33]6[CH2:38][CH2:37][S:36](=[O:40])(=[O:39])[CH2:35][CH2:34]6)[CH:28]=5)=[CH:25][CH:26]=[C:21]4[N:20]=[C:19]3[C:41]3[C:42]([NH2:47])=[N:43][CH:44]=[CH:45][CH:46]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)(C)(C)C.[ClH:49].O1CCOCC1>C(Cl)Cl>[ClH:49].[ClH:49].[ClH:49].[NH2:7][C:8]1([C:12]2[CH:13]=[CH:14][C:15]([N:18]3[C:22]4=[N:23][C:24]([C:27]5[CH:32]=[CH:31][CH:30]=[C:29]([N:33]6[CH2:38][CH2:37][S:36](=[O:39])(=[O:40])[CH2:35][CH2:34]6)[CH:28]=5)=[CH:25][CH:26]=[C:21]4[N:20]=[C:19]3[C:41]3[C:42]([NH2:47])=[N:43][CH:44]=[CH:45][CH:46]=3)=[CH:16][CH:17]=2)[CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 71142518HCID 71142518, compound

Product 1

HCID 86675351HCID 86675351, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl[1-(4-{2-(2-aminopyridin-3-yl)-5-[3-(1,1-dioxidothiomorpholin-4-yl)phenyl]-3H-imidazo[4,5-b]pyridin-3-yl}phenyl)cyclobutyl]carbamate (29.0 mg, 0.0449 mmol) was dissolved in DCM (1 mL). 4M HCl/dioxane (1 mL) was added to the mixture and stirred at room temperature for 2 hours. The mixture was concentrated and solidified with ether. The precipitated solids were collected by filtration and washed with ether to afford desired product (33.2 mg, 85.1%) as pale yellow solid.

Workup

  1. concentrationThe mixture was concentrated
  2. filtrationThe precipitated solids were collected by filtration
  3. washwashed with ether

Sources & evidence

ORD record
ord-8c0a6ba60b14491cbf5aa8e92eed4a79
Source dataset
uspto-grants-2013_12
Patent number
US08609688B2

Reaction notes

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