Hydrochloric Acid → HCID 135961807, compound

HRID 2234111Notes

Reaction equation

HRID 2234111 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[C:9]1[C:17]1[CH:22]=[C:21]([C:23]2[CH:24]=[N:25][N:26]([CH3:28])[CH:27]=2)[N:20]=[N:19][C:18]=1[O:29]C)=O)(C)(C)C.[OH-].[Na+].Cl>O1CCOCC1>[NH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[C:9]1[C:17]1[C:18](=[O:29])[NH:19][N:20]=[C:21]([C:23]2[CH:24]=[N:25][N:26]([CH3:28])[CH:27]=2)[CH:22]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68637574HCID 68637574, compound

Product 1

HCID 135961807HCID 135961807, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-[3-Methoxy-6-(1-methyl-1H-pyrazol-4-yl)-pyridazin-4-yl]-indole-1-carboxylic acid tert-butyl ester is dissolved in 8 ml dioxan and 8 ml aqueous 2N NaOH and heated by microwave irradiation for 90 min at 150° C. The solution is neutralized with aqueous HCl and the product is purified by preparative RP-HPLC eluting with a gradient of 0-100% acetonitrile in water (+0.01% trifluoroacetic acid). Yield 35 mg.

Workup

  1. customthe product is purified by preparative RP-HPLC
  2. washeluting with a gradient of 0-100% acetonitrile in water (+0.01% trifluoroacetic acid)

Sources & evidence

ORD record
ord-9c1ceb9284484287b6ceb4cabbc03fbf
Source dataset
uspto-grants-2010_05
Patent number
US07709466B2

Reaction notes

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