Trifluoroacetic acid → HCID 15718717, compound

HRID 1262146Notes

Reaction equation

HRID 1262146 reaction equation
C(OC([N:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([NH2:18])[CH:14]=2)[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:9]1[C:10]2[C:15](=[CH:14][C:13]([NH2:18])=[CH:12][CH:11]=2)[CH2:16][CH2:17][NH:8]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 27563716-Amino-2-N-Boc-1,2,3,4-tetrahydro-isoquinoline

Product 1

HCID 15718717HCID 15718717, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-Amino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (0.345 g, 1.39 mmol) was treated with Trifluoroacetic Acid (0.418 mL, 5.42 mmol) in Methylene chloride (3.00 mL). Partial conversion after 3 h, added additional 1 ml TFA and allowed to stir at rt for 16 h. Complete conversion to more polar peak on LCMS. Reaction mixture was concentrated to an orange film which was used without purification in the next reaction.

Workup

  1. customReaction mixture
  2. concentrationwas concentrated to an orange film which
  3. customwas used without purification in the next reaction

Sources & evidence

ORD record
ord-23070efba3bf41498e7add50527c6f99
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

Loading…