Hydrochloric Acid → HCID 66797407, compound

HRID 1020755Notes

Reaction equation

HRID 1020755 reaction equation
C(OC([N:8]1[CH:12]=[C:11]([C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[N:19]=[C:18]([NH:23][C@@H:24]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH3:33])[CH:27]=2)[CH3:25])[CH:17]=[N:16]3)[CH:10]=[N:9]1)=O)(C)(C)C.COC1C=C([C@H](NC2C=NC3C(=CC=C(C4C=NNC=4)C=3)N=2)C)C=CC=1.[ClH:60]>O1CCOCC1>[ClH:60].[CH3:33][O:32][C:28]1[CH:27]=[C:26]([C@H:24]([NH:23][C:18]2[CH:17]=[N:16][C:15]3[C:20](=[CH:21][CH:22]=[C:13]([C:11]4[CH:12]=[N:8][NH:9][CH:10]=4)[CH:14]=3)[N:19]=2)[CH3:25])[CH:31]=[CH:30][CH:29]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 49821198HCID 49821198, compoundHCID 66797422HCID 66797422, compound

Product 1

HCID 66797407HCID 66797407, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a mixture of 4-{2-[(R)-1-(3-Methoxy-phenyl)-ethylamino]-quinoxalin-6-yl}-pyrazole-1-carboxylic acid tert-butyl ester and [(R)-1-(3-Methoxy-phenyl)-ethyl]-[6-(1H-pyrazol-4-yl)-quinoxalin-2-yl]-amine (0.12 g of mixture) in 1,4-dioxane was added 4M HCl in 1,4-dioxane at room temperature. The mixture was stirred for 1 hour. After completion of the reaction, the reaction mixture was concentrated in vacuo and was basified using ammonia in THF. The free base was treated with saturated HCl in IPA, followed by trituration in acetone to afford the title compound as the HCl salt (0.020 g).

Workup

  1. customAfter completion of the reaction
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. additionThe free base was treated with saturated HCl in IPA

Sources & evidence

ORD record
ord-9d453501bd894192ad499bec2a75a1ae
Source dataset
uspto-grants-2014_05
Patent number
US08716473B2

Reaction notes

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