Hydrochloric Acid → HCID 10158829, compound

HRID 917318Notes

Reaction equation

HRID 917318 reaction equation
[OH-].[K+].C([O:5][C:6]([CH:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:15]=[C:16]3[C:21](=[C:22]([C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([O:30][C:31]([F:34])([F:33])[F:32])[CH:25]=4)[N:23]=2)[N:20]=[CH:19][CH:18]=[CH:17]3)[CH2:10][CH2:9]1)=[O:7])C.Cl>C(O)C.O>[F:34][C:31]([F:32])([F:33])[O:30][C:26]1[CH:25]=[C:24]([C:22]2[N:23]=[C:14]([CH:11]3[CH2:10][CH2:9][CH:8]([C:6]([OH:7])=[O:5])[CH2:13][CH2:12]3)[CH:15]=[C:16]3[C:21]=2[N:20]=[CH:19][CH:18]=[CH:17]3)[CH:29]=[CH:28][CH:27]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 69397306HCID 69397306, compound

Product 1

HCID 10158829HCID 10158829, compoundYield 93.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
45 °C

Procedure

Potassium hydroxide (2M (aq), 2.5 ml) is added to a solution of 4-[8-(3-trifluoromethoxyphenyl)-[1,7]naphthyridin-6-yl]-cyclohexanecarboxylic acid ethyl ester (250 mg, 0.56 mmol) in ethanol (10 ml) and stirred 45° C. for 1 h. The reaction mixture is diluted with water and acidified with c.HCl to pH3. The mixture is stirred for 2 h. then filtered, and the filter cake washed with water to yield the product as a white powder (218 mg). MS (AP+) 417.65

Workup

  1. stirringThe mixture is stirred for 2 h.
  2. filtrationthen filtered
  3. washthe filter cake washed with water

Sources & evidence

ORD record
ord-78a28f6b0b3b492ba2bd7a61937b2865
Source dataset
uspto-grants-2007_09
Patent number
US07273875B2

Reaction notes

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