Ether hydrochloride → HCID 69128669, compound

HRID 2064173Notes

Reaction equation

HRID 2064173 reaction equation
[Br:1][C:2]1[C:3]([C:25]([F:28])([F:27])[F:26])=[CH:4][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:29].C(OCC)C>C(OCC)C.CO>[ClH:29].[Br:1][C:2]1[C:3]([C:25]([F:28])([F:27])[F:26])=[CH:4][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

Participants

5

Reactant 2

HCID 10953452Ether hydrochlorideHCID 59850168HCID 59850168, compound

Product 1

HCID 69128669HCID 69128669, compoundYield 88.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 1,1-dimethylethyl 4-[6-bromo-2-oxo-5-(trifluoromethyl)-2,3-dihydro-1H-benzimidazol-1-yl]-1-piperidinecarboxylate (D68, 0.95 g, 2.0 mmol) in diethyl ether (50 ml) and methanol (10 ml) was treated at room temperature with 1M HCl/diethyl ether (10 ml, 10 mmol) and stirred for 20 hrs. The precipitate was filtered off, washed with diethyl ether and dried to afford the title compound as a beige solid (0.71 g, 87%).

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-371f446590f84b96bc767713331ef4f5
Source dataset
uspto-grants-2012_10
Patent number
US08288412B2

Reaction notes

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