(S)-2-(Quinazolin4-ylaminomethyl)-piperidine-1-carboxylic acid tert butyl ester → (S)-2-(Quinazolin-4-ylaminomethyl)-piperidine

HRID 2113516Notes

Reaction equation

HRID 2113516 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:14][NH:15][C:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=[CH:18][N:17]=1)=O)(C)(C)C>FC(F)(F)C(O)=O>[N:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:16]([NH:15][CH2:14][C@@H:9]2[CH2:10][CH2:11][CH2:12][CH2:13][NH:8]2)=[N:17][CH:18]=1

Participants

3

Reactant 1

HCID 86593670(S)-2-(Quinazolin4-ylaminomethyl)-piperidine-1-carboxylic acid tert butyl ester

Product 1

HCID 67090678(S)-2-(Quinazolin-4-ylaminomethyl)-piperidine

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

(S)-2-(Quinazolin4-ylaminomethyl)-piperidine-1-carboxylic acid tert butyl ester (1.2 g) was dissolved in trifluoroacetic acid (60 ml) and stirred at room temperature for 2 hours. The solution was then evaporated and the residue chromatographed over silica gel, eluting with 0 to 10% (9:1 methanol-concentrated ammonia solution) in dichloromethane. The title compound was obtained as a white foam (0.84 g), MH+ 243.

Workup

  1. customThe solution was then evaporated
  2. customthe residue chromatographed over silica gel
  3. washeluting with 0 to 10% (9:1 methanol-concentrated ammonia solution) in dichloromethane

Sources & evidence

ORD record
ord-0b020375930e4d86b4bc2f2972f8b6b1
Source dataset
uspto-grants-2008_10
Patent number
US07432270B2

Reaction notes

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