Trifluoroacetic acid → HCID 178458571, compound

HRID 478601Notes

Reaction equation

Cl[C:2]1[C:11]2[C:10](=[O:12])[N:9]=[C:8]([C:13]3[CH:14]=[C:15]([S:23]([N:26]4[CH2:31][CH2:30][N:29]([CH2:32][CH3:33])[CH2:28][CH2:27]4)(=[O:25])=[O:24])[CH:16]=[CH:17][C:18]=3[O:19][CH2:20][CH2:21][CH3:22])[NH:7][C:6]=2[C:5]2=[CH:34][N:35](CC3C=CC(OC)=CC=3)[N:36]=[C:4]2[N:3]=1.C(O)(C(F)(F)F)=[O:47]>>[OH:47][C:2]1[C:11]2[C:10](=[O:12])[N:9]=[C:8]([C:13]3[CH:14]=[C:15]([S:23]([N:26]4[CH2:31][CH2:30][N:29]([CH2:32][CH3:33])[CH2:28][CH2:27]4)(=[O:24])=[O:25])[CH:16]=[CH:17][C:18]=3[O:19][CH2:20][CH2:21][CH3:22])[NH:7][C:6]=2[C:5]2=[CH:34][NH:35][N:36]=[C:4]2[N:3]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 178458569HCID 178458569, compound

Product 1

HCID 178458571HCID 178458571, compound

Procedure

A solution of 1-[[3-[5-Chloro-4,8-dihydro-8-[(4-methoxyphenyl)methyl]-4-oxo-1H-pyrazolo[4′,3′:5,6]pyrido[4,3-d]pyrimidin-2-yl]-4-propoxyphenyl]sulfonyl]-4-ethylpiperazine (20 mg) in TFA (8 mL) was heated at 70° C. under nitrogen for 2 h. After cooling to rt, the mixture was subjected to preparative HPLC to give the titled compound (15 mg). LC:2.65′ (Gradient 1); MH+: 514.

Sources & evidence

ORD record: ord-377e26a3e5cc4ff9a6c3c227920f41fb
Source dataset: uspto-grants-2003_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06642244B2

Reaction notes

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