Hydrochloric Acid → HCID 86710520, compound

HRID 341490Notes

Reaction equation

HRID 341490 reaction equation
[ClH:1].[NH2:2][C:3]1[N:8]=[C:7]([N:9]([CH3:16])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:6]=[C:5]([C:17]2[N:21]=[C:20]([CH:22]3[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23]3)[O:19][N:18]=2)[N:4]=1>O1CCOCC1>[ClH:1].[CH3:16][N:9]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:7]1[N:8]=[C:3]([NH2:2])[N:4]=[C:5]([C:17]2[N:21]=[C:20]([CH:22]3[CH2:26][CH2:25][NH:24][CH2:23]3)[O:19][N:18]=2)[N:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86710522HCID 86710522, compound2×

Product 1

HCID 86710520HCID 86710520, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A 4N solution of HCl in dioxane (7 mL, 28.2 mmol) was added slowly to a solution of tert-butyl 3-(3-{4-amino-6-[methyl(phenyl)amino]-1,3,5-triazin-2-yl}-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboxylate (Intermediate 114, 1.24 g, 2.82 mmol) in dioxane (15 mL) at room temperature. The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was concentrated under vacuum to afford the title compound as a yellow solid (1.05 g, 100%). Method B HPLC-MS: MH+ (free-based) requires m/z=339 Found: m/z=339, Rt=1.20 min (96%).

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-1b1265503bbe4c6da50a4e7a826e0ec9
Source dataset
uspto-grants-2014_11
Patent number
US08895733B2

Reaction notes

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