Trifluoroacetic acid → HCID 178521831, compound

HRID 1037989Notes

Reaction equation

HRID 1037989 reaction equation
[NH:1]1[C:5]([C:6]2[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([NH:15][C:16]([CH:18]4[CH2:22][CH2:21][N:20]([CH2:23][C:24](=[O:43])[N:25]5[CH2:30][CH2:29][N:28]([C:31]6[CH:36]=[CH:35][C:34]([C:37]7[N:42]=[CH:41][CH:40]=[CH:39][N:38]=7)=[CH:33][CH:32]=6)[CH2:27][CH2:26]5)[CH2:19]4)=[O:17])[CH:13]=3)[N:8](COCC[Si](C)(C)C)[N:7]=2)=[N:4][N:3]=[N:2]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:4]1[C:5]([C:6]2[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([NH:15][C:16]([CH:18]4[CH2:22][CH2:21][N:20]([CH2:23][C:24](=[O:43])[N:25]5[CH2:30][CH2:29][N:28]([C:31]6[CH:32]=[CH:33][C:34]([C:37]7[N:38]=[CH:39][CH:40]=[CH:41][N:42]=7)=[CH:35][CH:36]=6)[CH2:27][CH2:26]5)[CH2:19]4)=[O:17])[CH:13]=3)[NH:8][N:7]=2)=[N:1][N:2]=[N:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178504261HCID 178504261, compound

Product 1

HCID 178521831HCID 178521831, compoundYield 41.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 31 from Step 1 (31 mg, 0.054 mmol, 2 isomers) in CH2Cl2 (2 mL) was added TFA (2 mL) at rt. The crude was stirred at rt for 5 hrs. The crude was evaporated and quenched with sat. NaHCO3 at rt. The crude was evaporated and filtered through a plug of silica gel and evaporated. The crude was purified via preparation plate to give 13 mg of the product.

Workup

  1. customThe crude was evaporated
  2. customquenched with sat. NaHCO3 at rt
  3. customThe crude was evaporated
  4. filtrationfiltered through a plug of silica gel
  5. customevaporated
  6. customThe crude was purified via preparation plate

Sources & evidence

ORD record
ord-a47ca5df46094b3eaf9c3216596d1eb3
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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