1,4-Dioxane hydrochloride → HCID 131733159, compound

HRID 1526267Notes

Reaction equation

HRID 1526267 reaction equation
[C:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:43]=[CH:44][CH:45]=1)[O:9][C:10]1[N:15]=[C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:28][C@H:27]([CH3:29])[N:26](C(OC(C)(C)C)=O)[C@H:25]([CH3:37])[CH2:24]3)=[CH:19][CH:18]=2)[C:13]([C:38](=[O:40])[NH2:39])=[N:12][C:11]=1[CH2:41][CH3:42])(=[O:4])[CH:2]=[CH2:3].O1CCOCC1.[ClH:52]>O1CCCC1>[ClH:52].[ClH:52].[ClH:52].[C:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:43]=[CH:44][CH:45]=1)[O:9][C:10]1[N:15]=[C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:28][C@H:27]([CH3:29])[NH:26][C@H:25]([CH3:37])[CH2:24]3)=[CH:19][CH:18]=2)[C:13]([C:38]([NH2:39])=[O:40])=[N:12][C:11]=1[CH2:41][CH3:42])(=[O:4])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 117675608HCID 117675608, compound

Product 1

HCID 131733159HCID 131733159, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of tert-butyl (2R,6S)-4-[4-({6-[3-(acryloylamino)phenoxy]-3-carbamoyl-5-ethylpyrazin-2-yl}amino)phenyl]-2,6-dimethylpiperazine-1-carboxylate (175 mg) and tetrahydrofuran (3 mL) was added a 4 M hydrogen chloride dioxane solution (3 mL), followed by stirring at room temperature for 2 hours. The solvent was evaporated under reduced pressure and the obtained residue was washed with ethyl acetate and then dried at room temperature to obtain 5-[3-(acryloylamino)phenoxy]-3-({4-[(3R,5S)-3,5-dimethylpiperazin-1-yl]phenyl}amino)-6-ethylpyrazine-2-carboxamide trihydrochloride (157 mg) as a yellow solid.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. washthe obtained residue was washed with ethyl acetate
  3. customdried at room temperature

Sources & evidence

ORD record
ord-87641de47e544bce85a79767ac04b68e
Source dataset
uspto-grants-2015_07
Patent number
US09085540B2

Reaction notes

Loading…