1,4-Dioxane hydrochloride → HCID 86675355, compound

HRID 1914041Notes

Reaction equation

HRID 1914041 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[CH2:39][CH:38]7[O:40][CH:35]([CH2:36][CH2:37]7)[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.CO>[ClH:49].[ClH:49].[ClH:49].[NH2:7][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[CH2:34][CH:35]7[O:40][CH:38]([CH2:37][CH2:36]7)[CH2:39]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)[CH2:9][CH2:10][CH2:11]1

Participants

5

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 71142526HCID 71142526, compound

Product 1

HCID 86675355HCID 86675355, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

tert-Butyl[1-(4-{2-(2-aminopyridin-3-yl)-5-[3-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)phenyl]-3H-imidazo[4,5-b]pyridin-3-yl}phenyl)cyclobutyl]carbamate (62.1 mg, 0.0965 mmol) was dissolved in DCM (1 mL)-MeOH (1 mL). 4M HCl/dioxane (1 mL) was added to the mixture and stirred at room temperature for 1.25 hours. The mixture was concentrated and solidified with ether. The precipitated solids were collected by filtration and washed with ether to afford desired product (54.8 mg, 87.0%) as 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-120a2ebf51794e1f91cdfaea6f91d98c
Source dataset
uspto-grants-2013_12
Patent number
US08609688B2

Reaction notes

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