Trifluoroacetic acid → HCID 90047641, compound

HRID 1754251Notes

Reaction equation

HRID 1754251 reaction equation
[C:1]1([C:7]2[CH:32]=[CH:31][C:10]3[N:11]=[C:12]([CH2:14][C:15]4[O:19][C:18]([CH:20]5[CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21]5)=[N:17][N:16]=4)[S:13][C:9]=3[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:22]1[CH2:23][CH:20]([C:18]2[O:19][C:15]([CH2:14][C:12]3[S:13][C:9]4[CH:8]=[C:7]([C:1]5[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=5)[CH:32]=[CH:31][C:10]=4[N:11]=3)=[N:16][N:17]=2)[CH2:21]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90047639HCID 90047639, compound2×

Product 1

HCID 90047641HCID 90047641, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 3-(5-((6-phenylbenzo[d]thiazol-2-yl)methyl)-1,3,4-oxadiazol-2-yl)azetidine-1-carboxylate (150 mg, 0.33 mmol) (prepared as described in compound 1c) in CH2Cl2 (2 mL) was added TFA (0.5 mL, 6.69 mmol). After 1 h, the reaction mixture was concentrated under reduced pressure to give a Compound 42a as brownish oil (115 mg, 99% yield), which was used directly in the next step without further purification. LCMS ESI 349.1 (M+MeOH+H), RT=1.68 min (Method B).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-ed92de10756b42e0964301cebdcba513
Source dataset
uspto-grants-2015_10
Patent number
US09169240B2

Reaction notes

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