Trifluoroacetic acid → HCID 67257611, compound

HRID 2403234Notes

Reaction equation

HRID 2403234 reaction equation
C(OC([NH:8][C:9]1[N:14]=[CH:13][C:12]([CH2:15][NH:16][C:17](=[O:31])[NH:18][C@@H:19]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:20]([O:22][CH3:23])=[O:21])=[CH:11][CH:10]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][C:9]1[N:14]=[CH:13][C:12]([CH2:15][NH:16][C:17](=[O:31])[NH:18][C@@H:19]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:20]([O:22][CH3:23])=[O:21])=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131731750HCID 131731750, compound

Product 1

HCID 67257611HCID 67257611, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The urea 148 (210 mg) was dissolved in 2 ml of DCM and 2 ml of TFA was added then the reaction mixture was let 1 h at room temperature. The reaction mixture was concentrated and purified by precipitation using AcOEt/Hexane to afford the urea deprotected 149 as yellow solid (204 mg, 89%). HPLC method B tr=17.99 nm (95.8%). ESI-MS m/z: 329.3 [M+H]+.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by precipitation

Sources & evidence

ORD record
ord-12f33031cb654a1e93eb5d0318527d5b
Source dataset
uspto-grants-2014_08
Patent number
US08802666B2

Reaction notes

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