Trifluoroacetic acid → HCID 178513842, compound

HRID 1037990Notes

Reaction equation

HRID 1037990 reaction equation
[O:1]=[C:2]([N:32]1[CH2:37][CH2:36][N:35]([C:38]2[CH:43]=[CH:42][C:41]([C:44]3[N:49]=[CH:48][CH:47]=[CH:46][N:45]=3)=[CH:40][CH:39]=2)[CH2:34][CH2:33]1)[CH2:3][N:4]1[CH2:8][CH2:7][CH:6]([C:9]([NH:11][C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[N:17](COCC[Si](C)(C)C)[N:16]=[C:15]3[C:29](=[NH:31])[OH:30])=[O:10])[CH2:5]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[O:1]=[C:2]([N:32]1[CH2:33][CH2:34][N:35]([C:38]2[CH:43]=[CH:42][C:41]([C:44]3[N:45]=[CH:46][CH:47]=[CH:48][N:49]=3)=[CH:40][CH:39]=2)[CH2:36][CH2:37]1)[CH2:3][N:4]1[CH2:8][CH2:7][CH:6]([C:9]([NH:11][C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[NH:17][N:16]=[C:15]3[C:29](=[NH:31])[OH:30])=[O:10])[CH2:5]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178504265HCID 178504265, compound

Product 1

HCID 178513842HCID 178513842, compoundYield 108.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 33 from Step 1 (18 mg, 0.03 mmol) 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 18 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-a76a6275f8b64ee3bdd8281e8d0128c5
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

Loading…