Trifluoroacetic acid → 2-(6-(10-Chloro-1-oxo-3,4-dihydropyrazino[1,2-a]indol-2(1H)-yl)-1H-indol-1-yl)acetic acid

HRID 453873Notes

Reaction equation

[Cl:1][C:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:4]2[CH2:11][CH2:12][N:13]([C:16]3[CH:24]=[C:23]4[C:19]([CH:20]=[CH:21][N:22]4[CH2:25][C:26]([O:28]C(C)(C)C)=[O:27])=[CH:18][CH:17]=3)[C:14](=[O:15])[C:3]=12.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:4]2[CH2:11][CH2:12][N:13]([C:16]3[CH:24]=[C:23]4[C:19]([CH:20]=[CH:21][N:22]4[CH2:25][C:26]([OH:28])=[O:27])=[CH:18][CH:17]=3)[C:14](=[O:15])[C:3]=12

Participants

Conditions

Temperature: 25 °C

Procedure

tert-Butyl 2-(6-(10-chloro-1-oxo-3,4-dihydropyrazino[1,2-a]indol-2(1H)-yl)-1H-indol-1-yl)acetate (2.22 mmol, 1.0 equiv.) was dissolved in DCM (15 ml); TFA (3 ml) was added, and the mixture was stirred for 2 h at 25° C. The solvent was concentrated under reduced pressure, and the residue was taken up in DCM (60 ml), washed with water (25 ml) and sat. NaCl solution (25 ml), dried over Na2SO4 and concentrated to dryness under reduced pressure. Yield: 91%

Workup

concentrationThe solvent was concentrated under reduced pressure
washwashed with water (25 ml) and sat. NaCl solution (25 ml)
dry with materialdried over Na2SO4
concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record: ord-83328893d0c841d88cfda820013150b0
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492559B2

Reaction notes

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