Hydrochloric Acid → HCID 86607567, compound

HRID 2219471Notes

Reaction equation

HRID 2219471 reaction equation
Cl.C(OC(=O)[NH:8][C:9]1[C:10]([C:16](=[O:25])[NH:17][C:18]2[CH:23]=[CH:22][N:21]=[C:20]([Cl:24])[CH:19]=2)=[N:11][C:12]([CH3:15])=[CH:13][CH:14]=1)(C)(C)C>CO>[Cl:24][C:20]1[CH:19]=[C:18]([NH:17][C:16]([C:10]2[C:9]([NH2:8])=[CH:14][CH:13]=[C:12]([CH3:15])[N:11]=2)=[O:25])[CH:23]=[CH:22][N:21]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86607566HCID 86607566, compound

Product 1

HCID 86607567HCID 86607567, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A HCl saturated solution of [2-(2-Chloro-pyridin-4-ylcarbamoyl)-6-methyl-pyridin-3-yl]-carbamic acid tert-butyl ester (0.50 g, 1.38 mmol) in methanol (13.0 ml) was stirred overnight at r.t. and evaporated to dryness in vaccuo. The residual hydrochloride salt was taken up in 15 ml of water, the pH was adjusted to 8.5 by addition of sat. sodium carbonate solution. The resulting suspension was extracted twice with ethyl acetate. The combined organic phases were dried over magnesium sulfate and concentrated in vaccuo to yield the title compound as a white solid (total 0.35 g, 97%), MS (ISP): m/e=263.1, 265.1 (M+H+).

Workup

  1. customevaporated to dryness in vaccuo
  2. additionthe pH was adjusted to 8.5 by addition of sat. sodium carbonate solution
  3. extractionThe resulting suspension was extracted twice with ethyl acetate
  4. dry with materialThe combined organic phases were dried over magnesium sulfate
  5. concentrationconcentrated in vaccuo

Sources & evidence

ORD record
ord-f99bf1ee1c324e549b957d38e0cd4d10
Source dataset
uspto-grants-2008_08
Patent number
US07414060B2

Reaction notes

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