1,4-Dioxane hydrochloride → HCID 86699320, compound

HRID 706542Notes

Reaction equation

HRID 706542 reaction equation
[CH:1]([C:4]1[N:9]=[C:8]([CH2:10][N:11]2[C:19]3[C:14](=[C:15]([NH:20][C:21]([C:23]4[N:27]5[CH:28]=[CH:29][C:30]([O:32][CH2:33][CH2:34][N:35]6[CH2:48][C:37]7([CH2:40][N:39](C(OC(C)(C)C)=O)[CH2:38]7)[CH2:36]6)=[CH:31][C:26]5=[N:25][CH:24]=4)=[O:22])[CH:16]=[CH:17][CH:18]=3)[C:13]([CH3:49])=[N:12]2)[CH:7]=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[ClH:50].O1CCOCC1>C(Cl)Cl.CO>[ClH:50].[ClH:50].[ClH:50].[CH2:48]1[C:37]2([CH2:38][NH:39][CH2:40]2)[CH2:36][N:35]1[CH2:34][CH2:33][O:32][C:30]1[CH:29]=[CH:28][N:27]2[C:23]([C:21]([NH:20][C:15]3[CH:16]=[CH:17][CH:18]=[C:19]4[C:14]=3[C:13]([CH3:49])=[N:12][N:11]4[CH2:10][C:8]3[CH:7]=[CH:6][CH:5]=[C:4]([CH:1]([CH3:2])[CH3:3])[N:9]=3)=[O:22])=[CH:24][N:25]=[C:26]2[CH:31]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 86699321HCID 86699321, compound

Product 1

HCID 86699320HCID 86699320, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

tert-Butyl 6-(2-(3-(1-((6-isopropylpyridin-2-yl)methyl)-3-methyl-1H-indazol-4-ylcarbamoyl)imidazo[1,2-a]pyridin-7-yloxy)ethyl)-2,6-diazaspiro[3.3]heptane-2-carboxylate (0.075 g, 0.113 mmol) was dissolved in 2 mL of 1:1 DCM/MeOH and 4M HCl/dioxane (0.282 mL, 1.13 mmol) was added. The mixture was stirred at ambient temperature for 4 hours, then concentrated under reduced pressure. The resulting residue was triturated with DCM and the solids were collected by filtration to give 57 mgs (75%) of the title compound. MS (APCI), positive scan, m/z=567.1 (M+H).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe resulting residue was triturated with DCM
  3. filtrationthe solids were collected by filtration

Sources & evidence

ORD record
ord-88a0dc55e0e14df48b98c568066acabd
Source dataset
uspto-grants-2015_11
Patent number
US09174981B2

Reaction notes

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