Trifluoroacetic acid → HCID 178485499, compound

HRID 491629Notes

Reaction equation

HRID 491629 reaction equation
C(OC([N:8]1[CH2:17][C:16]([CH3:19])([CH3:18])[C:15]2[C:10](=[CH:11][C:12]([NH:20][C:21]3[NH:25][C:24]4[CH:26]=[CH:27][C:28]([O:30][C:31]5[CH:36]=[CH:35][N:34]=[C:33]([C:37](=[O:40])[NH:38][CH3:39])[CH:32]=5)=[CH:29][C:23]=4[N:22]=3)=[CH:13][CH:14]=2)[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:39][NH:38][C:37]([C:33]1[CH:32]=[C:31]([O:30][C:28]2[CH:27]=[CH:26][C:24]3[NH:25][C:21]([NH:20][C:12]4[CH:11]=[C:10]5[C:15]([C:16]([CH3:19])([CH3:18])[CH2:17][NH:8][CH2:9]5)=[CH:14][CH:13]=4)=[N:22][C:23]=3[CH:29]=2)[CH:36]=[CH:35][N:34]=1)=[O:40]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178485500HCID 178485500, compound

Product 1

HCID 178485499HCID 178485499, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-tert-butoxycarbonyl-4,4-dimethyl-7-[5-(2-methylcarbamoyl-pyridin-4-yloxy)-1H-benzimidazol-2-ylamino]-3,4-dihydro-1H-isoquinoline (230 mg) (Example 11) in CH2Cl2 (10 mL) was added TFA (1 mL). The mixture was stirred at RT for 2 h. Solvent was evaporated, aqueous NaHCO3 solution was added, and the mixture was extracted with EtOAc. The organic phase was dried, filtered and evaporated to give the title compound. MS (MH+)=443.2; Calc'd 442.21 for C25H26N6O2.

Workup

  1. customSolvent was evaporated
  2. additionaqueous NaHCO3 solution was added
  3. extractionthe mixture was extracted with EtOAc
  4. customThe organic phase was dried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-253e0ce7992344ffb7c06a84de64ba63
Source dataset
uspto-grants-2009_05
Patent number
US07531553B2

Reaction notes

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