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Hydrochloric Acid → Hydrochloric Acid

HRID 447761
Notes
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Reaction equation

HRID 447761 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([F:25])[C:5]2[NH:9][C:8](=[O:10])[N:7]([CH:11]3[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]3)[C:6]=2[CH:24]=1.[ClH:26]>O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([F:25])[C:5]2[NH:9][C:8](=[O:10])[N:7]([CH:11]3[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]3)[C:6]=2[CH:24]=1.[ClH:26]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 596832761,1-Dimethylethyl 4-(6-chloro-4-fluoro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-1-piperidinecarboxylate

Product 2

HCID 313Hydrochloric AcidHCID 686243266-Chloro-4-fluoro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-Dioxane
Solvent

Procedure

1,1-Dimethylethyl 4-(6-chloro-4-fluoro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-1-piperidinecarboxylate (D8) (0.203 mmol, 75 mg) and HCl (233 microliters of a 4M solution in 1,4-dioxane) were mixed together and stirred at room temperature for two hours. Solvent was evaporated to afford the title compound, mono hydrochloride salt, complete conversion, M++H=270.

Workup

  1. customSolvent was evaporated

Sources & evidence

ORD record
ord-e1a6ed1c5b1a4e2c89fea7ef0110184e
Source dataset
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08481566B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes