HCID 67502537, compound → HCID 46853763, compound

HRID 1887201Notes

Reaction equation

HRID 1887201 reaction equation
C([O:5][C:6](=[O:34])[C@@H:7]([N:10]1[C:15](=[O:16])[C:14]2[N:17]=[CH:18][CH:19]=[CH:20][C:13]=2[N:12]([CH2:21][C:22]2[C:26]3[C:27]([CH3:32])=[CH:28][C:29]([CH3:31])=[CH:30][C:25]=3[S:24][N:23]=2)[C:11]1=[O:33])[CH2:8][CH3:9])(C)(C)C>FC(F)(F)C(O)=O.ClCCl>[CH3:32][C:27]1[C:26]2[C:22]([CH2:21][N:12]3[C:13]4[CH:20]=[CH:19][CH:18]=[N:17][C:14]=4[C:15](=[O:16])[N:10]([C@@H:7]([CH2:8][CH3:9])[C:6]([OH:34])=[O:5])[C:11]3=[O:33])=[N:23][S:24][C:25]=2[CH:30]=[C:29]([CH3:31])[CH:28]=1

Participants

4

Reactant 1

HCID 67502537HCID 67502537, compound

Product 1

HCID 46853763HCID 46853763, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 32 mg of (S)-2-[1-(4,6-dimethyl-benzo[d]isothiazol-3-ylmethyl)-2,4-dioxo-1,4-dihydro-2H-pyrido[3,2-d]pyrimidin-3-yl]-butyric acid tert-butyl ester in 20% trifluoroacetic acid in dichloromethane (1 mL) is stirred at room temperature for 45 min. The resulting mixture is concentrated to give 25 mg (89%) of (S)-2-[1-(4,6-Dimethyl-benzo[d]isothiazol-3-ylmethyl)-2,4-dioxo-1,4-dihydro-2H-pyrido[3,2-d]pyrimidin-3-yl]-butyric acid; LCMS (ESMS): m/z 426 (M+H+).

Workup

  1. concentrationThe resulting mixture is concentrated

Sources & evidence

ORD record
ord-b7935684720e4ba487385f0ca233ebe7
Source dataset
uspto-grants-2013_08
Patent number
US08501749B2

Reaction notes

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