Trifluoroacetic acid → HCID 10227869, compound

HRID 982630Notes

Reaction equation

HRID 982630 reaction equation
[C:1]1([C:7]2([N:14]3[CH2:19][CH2:18][CH:17]([N:20]4[C:24]5[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=5[N:22]=[C:21]4[N:29]4[CH2:35][CH:34]5[N:36](C(OC(C)(C)C)=O)[CH:31]([CH2:32][CH2:33]5)[CH2:30]4)[CH2:16][CH2:15]3)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH:31]12[NH:36][CH:34]([CH2:33][CH2:32]1)[CH2:35][N:29]([C:21]1[N:20]([CH:17]3[CH2:18][CH2:19][N:14]([C:7]4([C:1]5[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=5)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]4)[CH2:15][CH2:16]3)[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[N:22]=1)[CH2:30]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22562198HCID 22562198, compound

Product 1

HCID 10227869HCID 10227869, compoundYield 93.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of t-butyl 3-{1-[1-(1-phenylcycloheptyl)-4-piperidinyl]-1H-benzimidazol-2-yl}-3,8-diazabicyclo[3.2.1]octane-8-carboxylate (57.8 mg, 0.099 mmol), trifluoroacetic acid (1 ml), and CH2Cl2 (3 ml) was stirred at room temperature for 0.5 hours. After evaporation of the solvent, the residue was treated with 10% HCl solution in MeOH (1.5 ml) at room temperature and allowed to stand for 0.5 hours. The reaction mixture was concentrated to give 44.6 mg (77.6%) of white amorphous solid as an HCl salt.

Workup

  1. customAfter evaporation of the solvent
  2. additionthe residue was treated with 10% HCl solution in MeOH (1.5 ml) at room temperature
  3. waitto stand for 0.5 hours
  4. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-679f6b537237491f8ee395a507cca6c5
Source dataset
uspto-grants-2005_03
Patent number
US06861425B2

Reaction notes

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