Hydrochloric Acid → HCID 118433905, compound

HRID 1052795Notes

Reaction equation

HRID 1052795 reaction equation
[NH2:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]3)=[CH:10][CH:9]=2)=[C:6]([NH:27][C@H:28]([C:30]2[N:35]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:34](=[O:42])[C:33]3=[C:43]([CH3:46])[CH:44]=[CH:45][N:32]3[N:31]=2)[CH3:29])[N:5]=[CH:4][N:3]=1.Cl>O1CCOCC1>[NH2:1][C:2]1[N:3]=[CH:4][N:5]=[C:6]([NH:27][C@H:28]([C:30]2[N:35]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:34](=[O:42])[C:33]3=[C:43]([CH3:46])[CH:44]=[CH:45][N:32]3[N:31]=2)[CH3:29])[C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]2)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90102746HCID 90102746, compound

Product 1

HCID 118433905HCID 118433905, compoundYield 19.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(S)-tert-Butyl 4-(4-(4-amino-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidin-5-yl)phenyl)piperazine-1-carboxylate (75 mg, 0.12 mmol) was dissolved in 2 ml dioxane. A solution of hydrochloric acid (4M in dioxane, 30 μL, 0.12 mol) was added and the reaction was stirred at room temperature for 2 h. The solvent was removed and the residue was purified by preparative HPLC-MS to give 12 mg (19% yield) of the title compound as a solid. Purity 100%.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by preparative HPLC-MS

Sources & evidence

ORD record
ord-abbcfeadcd3f46a3abf477c0a8a2d454
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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