Hydrochloric Acid → HCID 71294361, compound

HRID 1019750Notes

Reaction equation

HRID 1019750 reaction equation
Cl.[Cl:2][C:3]1[CH:27]=[C:26]([NH:28][C:29]([NH:31][C:32]2[CH:37]=[N:36][C:35]([C:38]#[N:39])=[CH:34][N:33]=2)=[O:30])[CH:25]=[CH:24][C:4]=1[CH2:5][CH2:6][N:7]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][CH3:23])[C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11].CCCCC>O1CCOCC1.C(Cl)Cl>[ClH:2].[Cl:2][C:3]1[CH:27]=[C:26]([NH:28][C:29]([NH:31][C:32]2[CH:37]=[N:36][C:35]([C:38]#[N:39])=[CH:34][N:33]=2)=[O:30])[CH:25]=[CH:24][C:4]=1[CH2:5][CH2:6][N:7]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][CH3:23])[C:8](=[O:14])[O:9][C:10]([CH3:12])([CH3:11])[CH3:13]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8003PentaneHCID 67468945HCID 67468945, compound

Product 1

HCID 71294361HCID 71294361, compoundYield 126.9%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
-10 °C

Procedure

A solution of HCl in 1,4-dioxane (3.5 mL) was added to a solution of tert-butyl 2-chloro-4-(3-(5-cyanopyrazin-2-yl)ureido)phenethyl(2-methoxybenzyl)carbamate (1.1 g, 2.61 mmol) in DCM (80 mL) at −10° C. The mixture was stirred at −10° C. for 1 hour then pentane (100 mL) was added. The resulting precipitate was collected by filtration and dried under reduced pressure to give the title compound (0.95 g, 92%) as a white solid.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-20cbd7a7c9e84a22b5399eb9018db700
Source dataset
uspto-grants-2014_05
Patent number
US08716287B2

Reaction notes

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