Trifluoroacetic acid → HCID 136055998, compound

HRID 1726088Notes

Reaction equation

C(OC([N:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17][PH:18]([CH2:20]O)=[O:19])=[CH:14][CH:15]=2)[C:10]([C:22]2[N:23](C(OC(C)(C)C)=O)[C:24]3[C:29]([CH:30]=2)=[CH:28][C:27]([O:31][CH2:32][CH2:33][N:34]2[CH2:39][CH2:38][N:37](C(OC(C)(C)C)=O)[CH2:36][CH2:35]2)=[CH:26][CH:25]=3)=[N:9]1)=O)(C)(C)C.FC(F)(F)C(O)=[O:57]>ClCCl>[N:34]1([CH2:33][CH2:32][O:31][C:27]2[CH:28]=[C:29]3[C:24](=[CH:25][CH:26]=2)[NH:23][C:22]([C:10]2[C:11]4[C:16](=[CH:15][CH:14]=[C:13]([O:17][P:18]([CH3:20])(=[O:19])[OH:57])[CH:12]=4)[NH:8][N:9]=2)=[CH:30]3)[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1

Participants

Conditions

Temperature: 20 °C

Procedure

A solution of 39 mg of the preceding mixture containing mainly 3-{1-tert-butoxycarbonyl-5-[2-(4-tert-butoxycarbonylpiperazin-1-yl)ethoxy]-1H-indol-2-yl}-5-(hydroxymethylphosphinoyloxy)indazole-1-carboxylic acid tert-butyl ester in 1 ml of dichloromethane and 200 μl of trifluoroacetic acid is stirred at 20° C. for 4 hours and the reaction mixture is then evaporated under reduced pressure. The crude compound obtained is purified by preparative LCMS, and the fractions containing the compound of molecular mass 455 are combined and evaporated under reduced pressure to yield 4 mg of methylphosphonic acid mono-{3-[5-(2-piperazin-1-ylethoxy)-1H-indol-2-yl]-1H-indazol-5-yl}ester, which is characterized.

Workup

customthe reaction mixture is then evaporated under reduced pressure
customThe crude compound obtained
customis purified by preparative LCMS
additionthe fractions containing the compound of molecular mass 455
customevaporated under reduced pressure

Sources & evidence

ORD record: ord-7f548797c0734ec89e2deebba97490cf
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07491710B2

Reaction notes

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