Hydrochloric Acid → HCID 67280009, compound

HRID 1693285Notes

Reaction equation

HRID 1693285 reaction equation
[OH:1][CH:2]1[C:11]2[CH2:10][S:9][N:8]=[C:7]([N:12](C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)[C:6]3=[N:27][N:28]([CH2:30][C:31]4[C:36]([CH3:37])=[C:35]([O:38][CH3:39])[C:34]([CH3:40])=[CH:33][N:32]=4)[N:29]=[C:4]([C:5]=23)[CH2:3]1.ClCCl.Cl>O1CCOCC1.CO>[NH2:12][C:7]1[C:6]2[C:5]3[C:4](=[N:29][N:28]([CH2:30][C:31]4[C:36]([CH3:37])=[C:35]([O:38][CH3:39])[C:34]([CH3:40])=[CH:33][N:32]=4)[N:27]=2)[CH2:3][CH:2]([OH:1])[C:11]=3[CH2:10][S:9][N:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 86641323HCID 86641323, compound

Product 1

HCID 67280009HCID 67280009, compoundYield 48.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture composed of di-tert-butyl {8-hydroxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-2,7,8,9-tetrahydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-4-yl}imidodicarbonate of Example 32 (40 mg), dichloromethane (1 mL), a 4 N solution of hydrochloric acid in dioxane (0.5 mL) and methanol (0.5 mL) was stirred at room temperature for two days. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified by reversed phase liquid chromatography to obtain the title compound (12.5 mg, 48%) as a solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe resulting residue was purified by reversed phase liquid chromatography

Sources & evidence

ORD record
ord-e34414d39a854fd8b9b840ebe0c8918e
Source dataset
uspto-grants-2012_04
Patent number
US08158638B2

Reaction notes

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