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Hydrochloric Acid → HCID 66623754, compound

HRID 414917
Notes
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Reaction equation

HRID 414917 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13]([B:16]4[O:20]C(C)(C)C(C)(C)[O:17]4)=[CH:12][N:11]3[CH:25]=2)=[CH:4][CH:3]=1.Cl.C(OCC)C>CC(C)=O.O>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13]([B:16]([OH:20])[OH:17])=[CH:12][N:11]3[CH:25]=2)=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 44232240HCID 44232240, compound

Product 1

HCID 66623754HCID 66623754, compoundYield 199%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962Water
Solvent

Procedure

3.60 g of 2-(4-chlorophenyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine are dissolved in 112 ml of acetone and 56 ml of water; 101 ml of 1N hydrochloric acid are added thereto, dropwise and with stirring, and the mixture is stirred at ambient temperature for 24 h. The reaction mixture is then concentrated under reduced pressure. The solid obtained is titurated with diethyl ether and recovered by filtration, and then dried in an oven under reduced pressure at 60° C. 3.12 g of compound are obtained.

Workup

  1. stirringthe mixture is stirred at ambient temperature for 24 h
  2. concentrationThe reaction mixture is then concentrated under reduced pressure
  3. customThe solid obtained
  4. filtrationrecovered by filtration
  5. customdried in an oven under reduced pressure at 60° C

Sources & evidence

ORD record
ord-273c22f736b74f3fb7dd97c44a5839b7
Source dataset
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08088765B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes