1,4-Dioxane hydrochloride → HCID 178483006, compound

HRID 1428397Notes

Reaction equation

HRID 1428397 reaction equation
[CH:1]1([C:4]2[CH:25]=[CH:24][C:7]3[N:8](COC)[C:9]([CH2:11][N:12](C)[C:13](=O)OC(C)(C)C)=[N:10][C:6]=3[CH:5]=2)[CH2:3][CH2:2]1.C1(C2C=CC3N=C(CN(C)C(=O)OC(C)(C)C)N(COC)C=3C=2)CC1.[ClH:51].O1CCOCC1>C1COCC1.CCO>[ClH:51].[ClH:51].[CH:1]1([C:4]2[CH:25]=[CH:24][C:7]3[NH:8][C:9]([CH2:11][NH:12][CH3:13])=[N:10][C:6]=3[CH:5]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 204431481,4-Dioxane hydrochlorideHCID 117660497HCID 117660497, compoundHCID 117660499HCID 117660499, compound

Product 1

HCID 178483006HCID 178483006, compound

Reagents, catalysts & solvents 1

HCID 21873804Tetrahydrofuran ethanolSolvent

Conditions

Temperature
80 °C

Procedure

To a mixture of a mixture (501 mg) of tert-butyl {[5-cyclopropyl-1-(methoxymethyl)-1H-benzimidazol-2-yl]methyl}methylcarbamate and tert-butyl {[6-cyclopropyl-1-(methoxymethyl)-1H-benzimidazol-2-yl]methyl}methylcarbamate and EtOH/water (1/1, 6 mL) was added 4 M hydrogen chloride/1,4-dioxane (6 mL), followed by heating and stirring at 80° C. for 5 hours and then concentrating under reduced pressure to obtain 1-(5-cyclopropyl-1H-benzimidazol-2-yl)-N-methylmethanamine dihydrochloride (328 mg).

Workup

  1. temperatureby heating
  2. concentrationconcentrating under reduced pressure

Sources & evidence

ORD record
ord-fe1a71d9ae1247769141a5524412c7a2
Source dataset
uspto-grants-2015_01
Patent number
US08937087B2

Reaction notes

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