Trifluoroacetic acid → 2-(6-(8-Chloro-4-methyl-1-oxopyrrolo[3,4-b]indol-2(1H,3H,4H)-yl)-1H-indol-1-yl)acetic acid

HRID 453858Notes

Reaction equation

[Cl:1][C:2]1[C:3]2[C:4]3[C:14](=[O:15])[N:13]([C:16]4[CH:24]=[C:23]5[C:19]([CH:20]=[CH:21][N:22]5[CH2:25][C:26]([O:28]C(C)(C)C)=[O:27])=[CH:18][CH:17]=4)[CH2:12][C:5]=3[N:6]([CH3:11])[C:7]=2[CH:8]=[CH:9][CH:10]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[C:3]2[C:4]3[C:14](=[O:15])[N:13]([C:16]4[CH:24]=[C:23]5[C:19]([CH:20]=[CH:21][N:22]5[CH2:25][C:26]([OH:28])=[O:27])=[CH:18][CH:17]=4)[CH2:12][C:5]=3[N:6]([CH3:11])[C:7]=2[CH:8]=[CH:9][CH:10]=1

Participants

Conditions

Temperature: 25 °C

Procedure

tert-Butyl 2-(6-(8-chloro-4-methyl-1-oxopyrrolo[3,4-b]indol-2(1H,3H,4H)-yl)-1H-indol-1-yl)acetate (1.6 mmol, 1 equiv.) was dissolved in DCM (40 ml); TFA (16 ml) was added and the mixture was stirred for 2 h at 25° C. The solvent was reduced under reduced pressure, dichloromethane was added 2× to the residue, and in each case concentration to dryness again was carried out. The residue was used in the next step without being purified further.

Workup

additionwas added 2× to the residue
concentrationin each case concentration to dryness
customwithout being purified further

Sources & evidence

ORD record: ord-ed8a3233dd114df2b7e831ba324e873f
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492559B2

Reaction notes

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