Hydrochloric Acid → HCID 24994692, compound

HRID 1961037Notes

Reaction equation

HRID 1961037 reaction equation
CC([N:5]([CH2:9][CH:10]([NH:18][C:19]([C:21]1[N:22]([CH3:32])[C:23]([C:26]2[N:30]([CH3:31])[N:29]=[CH:28][CH:27]=2)=[CH:24][CH:25]=1)=[O:20])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)C(=O)[O-])(C)C.Cl>C(Cl)(Cl)Cl.CO.O1CCOCC1>[NH2:5][CH2:9][CH:10]([NH:18][C:19]([C:21]1[N:22]([CH3:32])[C:23]([C:26]2[N:30]([CH3:31])[N:29]=[CH:28][CH:27]=2)=[CH:24][CH:25]=1)=[O:20])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 86633552HCID 86633552, compound

Product 1

HCID 24994692HCID 24994692, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6212ChloroformSolventHCID 312751,4-DioxaneSolvent

Procedure

1,1-dimethylethyl[2-({[1-methyl-5-(1-methyl-1H-pyrazol-5-yl)-1H-pyrrol-2-yl]carbonyl}amino)-3-phenylpropyl]carbamate (20 mg, 0.05 mmol) [prepared in Example 48] in CHCl3 (4 mL) and MeOH (1 mL) was treated with 4 M HCl in dioxane (2 mL). After stirring for 18 h at RT, the reaction solution was adsorbed onto silica and purified via column chromatography (silica, 3% MeOH in DCM (1% NH4OH)) yielding the title compound.

Workup

  1. custompurified via column chromatography (silica, 3% MeOH in DCM (1% NH4OH))

Sources & evidence

ORD record
ord-766091cc6c09428089c878d354b6684c
Source dataset
uspto-grants-2013_04
Patent number
US08410158B2

Reaction notes

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