Hydrochloric Acid → HCID 57819937, compound

HRID 657423Notes

Reaction equation

[CH2:1]([N:3]1[C:7]2=[N:8][C:9]([CH2:59][CH3:60])=[C:10]([CH2:19][NH:20][C:21](=[O:58])[C:22]([CH3:57])([CH3:56])[CH2:23][C:24]([NH:26][CH2:27][C:28]3[CH:29]=[CH:30][C:31]([F:55])=[C:32]([C:34]4[CH:39]=[CH:38][CH:37]=[C:36]([CH2:40][N:41]5[CH2:46][CH2:45][N:44](C(OC(C)(C)C)=O)[C@@H:43]([CH3:54])[CH2:42]5)[CH:35]=4)[CH:33]=3)=[O:25])[C:11]([NH:12][CH:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)=[C:6]2[CH:5]=[N:4]1)[CH3:2].Cl>O1CCOCC1.CO>[CH2:1]([N:3]1[C:7]2=[N:8][C:9]([CH2:59][CH3:60])=[C:10]([CH2:19][NH:20][C:21](=[O:58])[C:22]([CH3:57])([CH3:56])[CH2:23][C:24]([NH:26][CH2:27][C:28]3[CH:33]=[C:32]([C:34]4[CH:39]=[CH:38][CH:37]=[C:36]([CH2:40][N:41]5[CH2:46][CH2:45][NH:44][C@@H:43]([CH3:54])[CH2:42]5)[CH:35]=4)[C:31]([F:55])=[CH:30][CH:29]=3)=[O:25])[C:11]([NH:12][CH:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)=[C:6]2[CH:5]=[N:4]1)[CH3:2]

Participants

Conditions

Temperature: 60 °C

Procedure

174(d) 1,1-Dimethylethyl (2S)-4-{[5′-({[4-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-3,3-dimethyl-4-oxobutanoyl]amino}methyl)-2′-fluoro-3-biphenylyl]methyl}-2-methyl-1-piperazinecarboxylate was dissolved in 2 mL of dioxane and 0.5 mL of MeOH. HCl (concentrated, 101 mg, 2.78 mmol) was added to the resultant solution and heated at 60° C. for 1 h. The solution was applied to an amine column, rinsed with 4 mL of MeOH to afford 7 mg of the title compound (3.5%). LC-MS m/z 727 (M+H)+, 1.23 min (ret time). The structure of the title compound was confirmed by gCOSY45, gHMQC, gHMBC and 13C gaspe spectra.

Workup

washrinsed with 4 mL of MeOH

Sources & evidence

ORD record: ord-59f148535b6f45d1b99e10e980df0dda
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08071588B2

Reaction notes

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