Hydrochloric Acid → N-(6-fluorobenzo[d]thiazol-2-yl)-2-((pyridin-3-yloxy)methyl)piperazine-1-carboxamide dihydrochloride

HRID 1487729Notes

Reaction equation

HRID 1487729 reaction equation
[ClH:1].O1CCOCC1.OC(C(F)(F)F)=O.[F:15][C:16]1[CH:48]=[CH:47][C:19]2[N:20]=[C:21]([NH:23][C:24]([N:26]3[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH:27]3[CH2:39][O:40][C:41]3[CH:42]=[N:43][CH:44]=[CH:45][CH:46]=3)=[O:25])[S:22][C:18]=2[CH:17]=1>CO>[ClH:1].[ClH:1].[F:15][C:16]1[CH:48]=[CH:47][C:19]2[N:20]=[C:21]([NH:23][C:24]([N:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH:27]3[CH2:39][O:40][C:41]3[CH:42]=[N:43][CH:44]=[CH:45][CH:46]=3)=[O:25])[S:22][C:18]=2[CH:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 131728849HCID 131728849, compound

Product 1

HCID 87155701N-(6-fluorobenzo[d]thiazol-2-yl)-2-((pyridin-3-yloxy)methyl)piperazine-1-carboxamide dihydrochlorideYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4 M HCl in 1,4-dioxane (6 mL, 24 mmol) was added to a solution of tert-butyl 4-(6-fluorobenzo[d]thiazol-2-ylcarbamoyl)-3-((pyridin-3-yloxy)methyl)piperazine-1-carboxylate TFA salt (122 mg, 0.203 mmol) in MeOH (1 mL). After 1 h, the reaction mixture was concentrated under reduced pressure, yielding 83.9 mg (90%) of the title compound as a white solid. LC-MS: RT=4.61 min, [M+H]+=388.1.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-714c83ee335145949ebd4418985a2fcf
Source dataset
uspto-grants-2016_08
Patent number
US09428522B2

Reaction notes

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