Trifluoroacetic acid → HCID 86700107, compound

HRID 1755456Notes

Reaction equation

HRID 1755456 reaction equation
C(OC([NH:8][C@@H:9]([CH2:17][CH2:18][NH:19][C:20]1[S:21][C:22]([CH:25]=[O:26])=[CH:23][N:24]=1)[C:10]([O:12]C(C)(C)C)=[O:11])=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:8][C@@H:9]([CH2:17][CH2:18][NH:19][C:20]1[S:21][C:22]([CH:25]=[O:26])=[CH:23][N:24]=1)[C:10]([OH:12])=[O:11]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 86700106HCID 86700106, compound

Product 1

HCID 86700107HCID 86700107, compoundYield 299.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the procedure as described in Example 11, except using material from Example 49 (3.8 g, 9.86 mmol), CH2Cl2 (41 mL), trifluoroacetic acid (8.21 mL, 107 mmol) and stirring at room temp for 16 h, 6.76 g (quantitative yield) of the title compound is isolated as a thick syrup as a TFA salt that is used directly “as is” in the next reaction. LC/MS (Condition A): ret. T=0.62 min, (M+H)+ 230.15.

Sources & evidence

ORD record
ord-f9f22c78484045a5a7b0cb07e8089aed
Source dataset
uspto-grants-2015_10
Patent number
US09169295B2

Reaction notes

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