Trifluoroacetic acid → HCID 29009644, compound

HRID 2267222Notes

Reaction equation

HRID 2267222 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:19][CH2:18][CH:17]([NH:20]C(=O)OC(C)(C)C)[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:1]([N:8]1[CH2:9][CH2:10][CH:11]([N:14]2[CH2:19][CH2:18][CH:17]([NH2:20])[CH2:16][CH2:15]2)[CH2:12][CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68828627HCID 68828627, compound

Product 1

HCID 29009644HCID 29009644, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 7.0 g (18.7 mmol) tert-butyl (1′-benzyl-[1,4′]bipiperidinyl-4-yl)-carbamate and 14.3 mL (185 mmol) TFA in 80 mL DCM was refluxed overnight. The mixture was evaporated down i. vac., the residue was combined with 200 mL 30% K2CO3 solution and extracted three times with 100 mL EtOAc, discarding the first 100 mL of extract. The combined organic phases were dried over Na2SO4, filtered and evaporated down. The product was reacted further without purification.

Workup

  1. customThe mixture was evaporated down i
  2. extractionextracted three times with 100 mL EtOAc
  3. extractionof extract
  4. dry with materialThe combined organic phases were dried over Na2SO4
  5. filtrationfiltered
  6. customevaporated down
  7. customThe product was reacted further without purification

Sources & evidence

ORD record
ord-9fb3f6af9ea24d80aa295860ec7186ce
Source dataset
uspto-grants-2010_12
Patent number
US07858622B2

Reaction notes

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