Trifluoroacetic acid → HCID 53932726, compound

HRID 1424587Notes

Reaction equation

HRID 1424587 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]2([C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]([CH2:22][C:23]([OH:25])=[O:24])[CH2:14]2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH:8]1[CH2:13][CH2:12][C:11]2([C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]([CH2:22][C:23]([OH:25])=[O:24])[CH2:14]2)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23367940[1'-(tert-Butoxycarbonyl)-2,3-dihydrospiro[indene-1,4'-piperidin]-3-yl]acetic acid

Product 1

HCID 53932726HCID 53932726, compoundYield 112.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(1′-(Tert-butoxycarbonyl)-2,3-dihydrospiro[indene-1,4′-piperidine]-3-yl)acetic acid (200 mg, 0.58 mmol) was added to a solution of 20% trifluoroacetic acid in anhydrous CH2Cl2 (3 mL) at 0° C. The reaction solution was stirred at rt for 2 h until the starting material had been consumed. The solution was concentrated to give crude 2-(2,3-dihydrospiro[indene-1,4′-piperidine]-3-yl)acetic acid (160 mg) which was used in the next step without further purification.

Workup

  1. customhad been consumed
  2. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-ebbc24a8399d4979a1efa197abe22ea3
Source dataset
uspto-grants-2015_01
Patent number
US08927715B2

Reaction notes

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