Hydrochloric Acid → HCID 66802903, compound

HRID 341488Notes

Reaction equation

HRID 341488 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[O:18][N:17]=[C:16]([C:19]3[N:24]=[C:23]([NH2:25])[N:22]=[C:21]([N:26]([CH3:33])[C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[N:20]=3)[N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:34]>O1CCOCC1.C(Cl)Cl>[ClH:34].[CH3:33][N:26]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[N:22]=[C:23]([NH2:25])[N:24]=[C:19]([C:16]2[N:15]=[C:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[O:18][N:17]=2)[N:20]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66802786HCID 66802786, compound2×

Product 1

HCID 66802903HCID 66802903, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl-4-(3-{4-amino-6-[methyl(phenyl)amino]-1,3,5-triazin-2-yl}-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate (Intermediate 106, 934 mg, 2.06 mmol) and 4M hydrogen chloride in 1,4-dioxane (5 mL) was combined in DCM (5 mL) at 0 C. The reaction was warmed to RT and left to stir for 18 h. The mixture was concentrated under reduced pressure to give title compound as a yellow solid (832 mg). Method B HPLC-MS: MH+ requires m/z=352 Found: m/z=353, Rt=1.23 min (100%).

Workup

  1. waitleft
  2. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-bf6567eff64143b7aa03243d8a5110f3
Source dataset
uspto-grants-2014_11
Patent number
US08895733B2

Reaction notes

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