Hydrochloric Acid → HCID 86634782, compound

HRID 911075Notes

Reaction equation

HRID 911075 reaction equation
[Br:1][C:2]1[C:3]([CH2:22][C:23]([O:25]CC)=[O:24])=[CH:4][C:5]([NH:8][C:9]2[S:10][CH:11]=[C:12]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:13]=2)=[N:6][CH:7]=1.[OH-].[Na+].Cl>C1COCC1>[Br:1][C:2]1[C:3]([CH2:22][C:23]([OH:25])=[O:24])=[CH:4][C:5]([NH:8][C:9]2[S:10][CH:11]=[C:12]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:13]=2)=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86634785HCID 86634785, compound

Product 1

HCID 86634782HCID 86634782, compoundYield 98.38%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
55 °C

Procedure

A flask was charged with ethyl 2-(5-bromo-2-(4-phenethylthiazol-2-ylamino)pyridin-4-yl)acetate (1.123 g, 2.516 mmol) and THF (40 mL), and 1M sodium hydroxide (7.548 mL, 7.548 mmol) was added. The mixture was heated at 55° C. for 2 hours, and then diluted with THF and acidified with 1M HCl (8 mL). The reaction mixture was concentrated and the resulting slurry was filtered. The solids were washed with water and dried to give the desired product (1.035 g, 98.38% yield).

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated
  3. filtrationthe resulting slurry was filtered
  4. washThe solids were washed with water
  5. customdried

Sources & evidence

ORD record
ord-297b58aea1464108a6988a7ba0ea9a3e
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

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