Hydrochloric Acid → Hydrochloric Acid

HRID 2284788Notes

Reaction equation

HRID 2284788 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[C:5]([C:10]#[C:11][C@@H:12]2[CH2:17][CH2:16][CH2:15][C@H:14]([NH:18]C(=O)OC(C)(C)C)[CH2:13]2)=[CH:4][N:3]=1.[ClH:26]>O1CCOCC1>[Cl:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[C:5]([C:10]#[C:11][C@@H:12]2[CH2:17][CH2:16][CH2:15][C@H:14]([NH2:18])[CH2:13]2)=[CH:4][N:3]=1.[ClH:26]

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 117861333tert-butyl ((1S,3R)-3-((2-chloro-4-methoxypyrimidin-5-yl)ethynyl)cyclohexyl)carbamate

Product 2

HCID 313Hydrochloric AcidHCID 90052507(1S,3R)-3-((2-chloro-4-methoxypyrimidin-5-yl)ethynyl)cyclohexaneamine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent3×

Procedure

To a solution of tert-butyl ((1S,3R)-3-((2-chloro-4-methoxypyrimidin-5-yl)ethynyl)cyclohexyl)carbamate (Q2, 118 mg) in 1,4-dioxane (3 mL), a 4.0 mol/L solution of hydrochloric acid in 1,4-dioxane (3 mL) was added at room temperature, and the mixture was stirred at the same temperature for 1 hour. To the reaction mixture, a 4.0 mol/L solution of hydrochloric acid in 1,4-dioxane (3 mL) was added at room temperature, and the mixture was stirred at the same temperature for 50 minutes. The solvent was evaporated under reduced pressure to obtain (1S,3R)-3-((2-chloro-4-methoxypyrimidin-5-yl)ethynyl)cyclohexaneamine (Q3) hydrochloride.

Workup

  1. stirringthe mixture was stirred at the same temperature for 50 minutes
  2. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-48d3d4d18bce4e1a8ba9f08f21c2dcfb
Source dataset
uspto-grants-2015_09
Patent number
US09145415B2

Reaction notes

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