Methanol → HCID 59320376, compound

HRID 655244Notes

Reaction equation

HRID 655244 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:8]=[N:9][C:10]3[C:15]([CH:16]=2)=[CH:14][C:13]([CH2:17][C:18]([OH:20])=[O:19])=[CH:12][CH:11]=3)[CH:4]=[N:3]1.S(Cl)(Cl)=O.[CH3:25]O>>[CH3:25][O:19][C:18](=[O:20])[CH2:17][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][C:7]([C:5]1[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=1)=[CH:16]2

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 59320381HCID 59320381, compound

Product 1

HCID 59320376HCID 59320376, compound

Conditions

Temperature
60 °C

Procedure

To a solution of [3-(1-methyl-1H-pyrazole-4-yl)-quinolin-6-yl]-acetic acid (2.4 g, 8.6 mmols) and methanol (12 mL) at 0° C. was added thionyl chloride (2 eq., 17.2 mmols) in a dropwise fashion. The reaction mixture was then heated to 60° C. for one hour. The solvent was removed under vacuum and used in the next step without further purification. MS m/z: 282 (M+H+).

Workup

  1. customThe solvent was removed under vacuum
  2. customused in the next step without further purification

Sources & evidence

ORD record
ord-b5188c7c54ba4840a5e93e05595e50a9
Source dataset
uspto-grants-2011_12
Patent number
US08071581B2

Reaction notes

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