HCID 17755617, compound → HCID 11341153, compound

HRID 491677Notes

Reaction equation

HRID 491677 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][O:15][C:16]2[CH:21]=[C:20]([NH:22][C:23]3[O:24][C:25]4[CH:31]=[CH:30][C:29]([O:32][C:33]5[CH:38]=[CH:37][N:36]=[C:35]([C:39](=[O:42])[NH:40][CH3:41])[CH:34]=5)=[CH:28][C:26]=4[N:27]=3)[CH:19]=[CH:18][C:17]=2[Cl:43])[CH2:10][CH2:9]1)=O)(C)(C)C>C(O)(C(F)(F)F)=O>[CH3:41][NH:40][C:39]([C:35]1[CH:34]=[C:33]([O:32][C:29]2[CH:30]=[CH:31][C:25]3[O:24][C:23]([NH:22][C:20]4[CH:19]=[CH:18][C:17]([Cl:43])=[C:16]([O:15][CH2:14][CH:11]5[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]5)[CH:21]=4)=[N:27][C:26]=3[CH:28]=2)[CH:38]=[CH:37][N:36]=1)=[O:42]

Participants

3

Reactant 1

HCID 17755617HCID 17755617, compound

Product 1

HCID 11341153HCID 11341153, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

4-{2-Chloro-5-[5-(2-methylcarbamoyl-pyridin-4-yloxy)-benzoxazol-2-ylamino]-phenoxymethyl}-piperidine-1-carboxylic acid tert-butyl ester was dissolved in TFA (2 mL). After stirring for 2 h at RT, the mixture was concentrated in vacuo and taken up into EtOAc and washed with NaOH, then NaHCO3 (sat). The organic layer was dried with Na2SO4, filtered and evaporated. The title compound was obtained after purification by prepatory HPLC as a white solid. MS(MH+)=508.1; Calc'd 507.17 for C26H26ClN5O4.

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. washwashed with NaOH
  3. dry with materialThe organic layer was dried with Na2SO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-f6e9983417664d05b9ebd5187d176da4
Source dataset
uspto-grants-2009_05
Patent number
US07531553B2

Reaction notes

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