1,4-Dioxane hydrochloride → HCID 86699324, compound

HRID 706563Notes

Reaction equation

HRID 706563 reaction equation
[CH:1]1([C:4]2[N:9]=[C:8]([CH2:10][N:11]3[C:19]4[C:14](=[C:15]([NH:20][C:21]([C:23]5[N:27]6[CH:28]=[CH:29][C:30]([O:32][CH2:33][CH2:34][N:35]7[CH2:40][CH2:39][N:38]([CH3:41])[C@H:37]([CH3:42])[CH2:36]7)=[CH:31][C:26]6=[N:25][CH:24]=5)=[O:22])[CH:16]=[CH:17][CH:18]=4)[C:13]([CH3:43])=[N:12]3)[CH:7]=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.[ClH:44].O1CCOCC1>C(Cl)Cl.CO>[ClH:44].[ClH:44].[CH:1]1([C:4]2[N:9]=[C:8]([CH2:10][N:11]3[C:19]4[C:14](=[C:15]([NH:20][C:21]([C:23]5[N:27]6[CH:28]=[CH:29][C:30]([O:32][CH2:33][CH2:34][N:35]7[CH2:40][CH2:39][N:38]([CH3:41])[C@H:37]([CH3:42])[CH2:36]7)=[CH:31][C:26]6=[N:25][CH:24]=5)=[O:22])[CH:16]=[CH:17][CH:18]=4)[C:13]([CH3:43])=[N:12]3)[CH:7]=[CH:6][CH:5]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 57384860HCID 57384860, compound

Product 1

HCID 86699324HCID 86699324, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

(R)—N-(1-((6-cyclopropylpyridin-2-yl)methyl)-3-methyl-1H-indazol-4-yl)-7-(2-(3,4-dimethylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxamide (79.3 mg, 0.139 mmol) was taken up in 2 mL of 4:1 DCM/MeOH. 4M HCl/dioxane (0.069 mL, 0.278 mmol) was added and the mixture stirred at ambient temperature for one hour, then concentrated under reduced pressure and dried under vacuum for 16 hours to give 89 mg (100%) of the HCl salt. [α]D=+3.3° (c=1.0, CHCl3).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customdried under vacuum for 16 hours

Sources & evidence

ORD record
ord-bb932ef1bfbf4e9db0500ba9e7a95222
Source dataset
uspto-grants-2015_11
Patent number
US09174981B2

Reaction notes

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