Hydrochloric Acid → HCID 178478643, compound

HRID 1403139Notes

Reaction equation

HRID 1403139 reaction equation
[F:1][CH:2]([F:39])[C:3]1[N:7]([C:8]2[CH:13]=[C:12]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[N:11]=[C:10]([NH:20][CH2:21][CH:22]3[CH2:27][CH2:26][N:25]([C@H:28]4[CH2:33][CH2:32][C@H:31]([F:34])[CH2:30][CH2:29]4)[CH2:24][CH2:23]3)[N:9]=2)[C:6]2[CH:35]=[CH:36][CH:37]=[CH:38][C:5]=2[N:4]=1.[ClH:40]>C(Cl)Cl.CO.O1CCOCC1>[ClH:40].[ClH:40].[F:39][CH:2]([F:1])[C:3]1[N:7]([C:8]2[CH:13]=[C:12]([N:14]3[CH2:15][CH2:16][O:17][CH2:18][CH2:19]3)[N:11]=[C:10]([NH:20][CH2:21][CH:22]3[CH2:23][CH2:24][N:25]([C@H:28]4[CH2:29][CH2:30][C@H:31]([F:34])[CH2:32][CH2:33]4)[CH2:26][CH2:27]3)[N:9]=2)[C:6]2[CH:35]=[CH:36][CH:37]=[CH:38][C:5]=2[N:4]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 178506041HCID 178506041, compound

Product 1

HCID 178478643HCID 178478643, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

The 4-[2-(difluoromethyl)-1H-benzimidazol-1-yl]-N-{[1-(trans-4-fluorocyclohexyl)piperidin-4-yl]methyl}-6-(morpholin-4-yl)pyrimidin-2-amine (80 mg) obtained above was dissolved in a mixed solvent of methylene chloride (1.7 mL) and methanol (0.3 mL), and a 4 M solution (0.37 mL) of hydrogen chloride in 1,4-dioxane was added thereto. The mixture was stirred at room temperature for 10 minutes. The reaction mixture was concentrated to obtain 4-[2-(difluoromethyl)-1H-benzimidazol-1-yl]-N-{[1-(trans-4-fluorocyclohexyl)piperidin-4-yl]methyl}-6-(morpholin-4-yl)pyrimidin-2-amine dihydrochloride (Example 43-1, 87 mg) as a white powder.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-243bcdb7030b46769337adbe5aab7917
Source dataset
uspto-grants-2014_12
Patent number
US08912180B2

Reaction notes

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