Trifluoroacetic acid → HCID 10026454, compound

HRID 1916535Notes

Reaction equation

HRID 1916535 reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][CH2:19][CH:18]([N:21]([CH2:23][C:24]2[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][C:32]#[C:33][C:34]3[CH:39]=[CH:38][C:37]([C:40]4[CH:45]=[CH:44][C:43]([Cl:46])=[CH:42][CH:41]=4)=[CH:36][N:35]=3)=[CH:26][CH:25]=2)[CH3:22])[CH2:17][CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[Cl:46][C:43]1[CH:44]=[CH:45][C:40]([C:37]2[CH:38]=[CH:39][C:34]([C:33]#[C:32][CH2:31][CH2:30][C:27]3[CH:26]=[CH:25][C:24]([CH2:23][N:21]([CH3:22])[CH:18]4[CH2:19][CH2:20][NH:15][CH2:16][CH2:17]4)=[CH:29][CH:28]=3)=[N:35][CH:36]=2)=[CH:41][CH:42]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10076055HCID 10076055, compound

Product 1

HCID 10026454HCID 10026454, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.5 mL trifluoroacetic acid are added to a solution of 35 mg (0.06 mmol) tert-butyl4-[(4-{4-[5-(4-chloro-phenyl)-pyridin-2-yl]-but-3-ynyl}-benzyl)-methyl-amino]-piperidin-1-carboxylate in 3 mL DCM and the reaction mixture is stirred for 3 h at RT. The mixture is evaporated down i. vac., the residue is combined with 10 mL NaHCO3 solution, extracted with 20 mL DCM and the organic phase is dried over Na2SO4. After the desiccant and solvent have been eliminated the desired product is obtained.

Workup

  1. customThe mixture is evaporated down i
  2. extractionextracted with 20 mL DCM
  3. dry with materialthe organic phase is dried over Na2SO4
  4. customis obtained

Sources & evidence

ORD record
ord-4dd07ec1fd0b4df2a8004c42e103700b
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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