Hydrochloric Acid → HCID 67465970, compound

HRID 1019748Notes

Reaction equation

HRID 1019748 reaction equation
Cl.[Cl:2][C:3]1[CH:26]=[C:25]([NH:27][C:28]([NH:30][C:31]2[CH:36]=[N:35][C:34]([C:37]#[N:38])=[CH:33][N:32]=2)=[O:29])[C:24]([O:39][CH3:40])=[CH:23][C:4]=1[CH2:5][CH2:6][N:7]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=1)C(=O)OC(C)(C)C>O1CCOCC1.C(Cl)Cl>[ClH:2].[Cl:2][C:3]1[C:4]([CH2:5][CH2:6][NH:7][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=2)=[CH:23][C:24]([O:39][CH3:40])=[C:25]([NH:27][C:28]([NH:30][C:31]2[CH:36]=[N:35][C:34]([C:37]#[N:38])=[CH:33][N:32]=2)=[O:29])[CH:26]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 71294279HCID 71294279, compound

Product 1

HCID 67465970HCID 67465970, compoundYield 101.8%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
10 °C

Procedure

A solution of HCl in 1,4-dioxane (0.5 mL) was added to a solution of tert-butyl 2-chloro-4-(3-(5-cyanopyrazin-2-yl)ureido)-5-methoxyphenethyl(3-fluorobenzyl)carbamate (0.22 g 0.4 mmol) in DCM (30 mL) at 0° C. and the mixture stirred at 10° C. for 2 hours. The solvents were removed under reduced pressure to leave a solid residue that was washed with methanol (2×5 mL) and dried under reduced pressure to give the title compound (100 mg, 51%) as an off-white solid.

Workup

  1. customThe solvents were removed under reduced pressure
  2. customto leave a solid residue that
  3. washwas washed with methanol (2×5 mL)
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-ba5a9de0a24f48fdb160324a848f7643
Source dataset
uspto-grants-2014_05
Patent number
US08716287B2

Reaction notes

Loading…