Trifluoroacetic acid → HCID 11988391, compound

HRID 1715299Notes

Reaction equation

HRID 1715299 reaction equation
[C:1]([CH2:3][C:4]1[S:5][CH:6]=[C:7]([C:9]2[S:13][C:12]([NH:14][C:15](=[O:25])[CH2:16][CH2:17][C:18]([O:20]C(C)(C)C)=[O:19])=[N:11][C:10]=2[CH3:26])[N:8]=1)#[N:2].FC(F)(F)C(O)=O>C(Cl)Cl>[C:1]([CH2:3][C:4]1[S:5][CH:6]=[C:7]([C:9]2[S:13][C:12]([NH:14][C:15](=[O:25])[CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[N:11][C:10]=2[CH3:26])[N:8]=1)#[N:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11988386HCID 11988386, compound2×

Product 1

HCID 11988391HCID 11988391, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tert-butyl 4-{[2-(cyanomethyl)-4′-methyl-4,5′-bi-1,3-thiazol-2′-yl]amino}-4-oxobutanoate, Compound (58), (63 mg; 0.16 mmol; 1 eq.), is dissolved in DCM (3 ml). Trifluoroacetic acid (0.16 ml; 2.09 mmol; 13 eq) is added dropwise and the reaction mixture is stirred at RT. The solvents are evaporated and the crude product is purified by preparative HPLC, affording Compound (63) as a white-off solid (54 mg; 29%).

Workup

  1. customThe solvents are evaporated
  2. customthe crude product is purified by preparative HPLC

Sources & evidence

ORD record
ord-f662adf51a5649ca98cede03d7a3a59d
Source dataset
uspto-grants-2010_09
Patent number
US07799814B2

Reaction notes

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