Trifluoroacetic acid → HCID 59505400, compound

HRID 1253637Notes

Reaction equation

HRID 1253637 reaction equation
C(O)(C(F)(F)F)=O.C(OC([NH:15][CH:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:25]([O:27][CH3:28])=[O:26])[CH:23]=2)[C:18]([CH3:30])([CH3:29])[CH2:17]1)=O)(C)(C)C>C(Cl)Cl>[NH2:15][CH:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:25]([O:27][CH3:28])=[O:26])[CH:23]=2)[C:18]([CH3:30])([CH3:29])[CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59505427HCID 59505427, compound

Product 1

HCID 59505400HCID 59505400, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (0.7 ml, 9 mmol, 13 eq.) was added to a stirred solution of methyl 3-(tert-butoxycarbonylamino)-1,1-dimethyl-2,3-dihydro-1H-indene-5-carboxylate (220 mg, 0.69 mmol, 1 eq.) in methylene chloride (10 ml) at 0° C. and the mixture was stirred at RT for 2 h. After complete deprotection (checked by TLC) the solvent was removed under reduced pressure. The residue was diluted with methylene chloride (50 ml) and washed with water (10 ml) and brine (10 ml). The organic part was evaporated under reduced pressure to give the crude product which was directly used for the next step without further purification.

Workup

  1. customAfter complete deprotection (checked by TLC) the solvent was removed under reduced pressure
  2. additionThe residue was diluted with methylene chloride (50 ml)
  3. washwashed with water (10 ml) and brine (10 ml)
  4. customThe organic part was evaporated under reduced pressure

Sources & evidence

ORD record
ord-868f7cf7f02546a99dddc7d980f6d918
Source dataset
uspto-grants-2013_06
Patent number
US08455475B2

Reaction notes

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