HCID 67441460, compound → HCID 58476215, compound

HRID 1801381Notes

Reaction equation

HRID 1801381 reaction equation
[CH3:1][C:2]1([CH3:30])[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:12]([O:14]C)=[O:13])[CH:9]=2)[NH:4][CH:3]1[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([S:22]([N:25]2[CH2:29][CH2:28][CH2:27][CH2:26]2)(=[O:24])=[O:23])[CH:17]=1>CO.O1CCCC1>[CH3:1][C:2]1([CH3:30])[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:12]([OH:14])=[O:13])[CH:9]=2)[NH:4][CH:3]1[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([S:22]([N:25]2[CH2:29][CH2:28][CH2:27][CH2:26]2)(=[O:23])=[O:24])[CH:17]=1

Participants

3

Reactant 1

HCID 67441460HCID 67441460, compound

Product 1

HCID 58476215HCID 58476215, compoundYield 64.4%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a stirred solution of methyl 3,3-dimethyl-2-(3-(pyrrolidin-1-ylsulfonyl)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate (57 mg, 0.133 mmol) in methanol/tetrahydrofuran (2 mL/mL) was added 1M aqueous solution (2.0 mL, 2.0 mmol), LC-MS indicated that 2005467-009-01 was consumed. The mixture was concentrated and the residue was dissolved in water. The aqueous layer was basified to pH=4 with 1M hydrochloric acid solution. The precipitated solid was filtered, and dried to give 35.5 mg of 3,3-dimethyl-2-(3-(pyrrolidin-1-ylsulfonyl)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylic acid as a white solid. Yield: 64.4%. MS (ESI+APCI) M+1=415.1.

Workup

  1. customwas consumed
  2. concentrationThe mixture was concentrated
  3. dissolutionthe residue was dissolved in water
  4. filtrationThe precipitated solid was filtered
  5. customdried

Sources & evidence

ORD record
ord-ed2ece309594490880b4a9bbc722cbf7
Source dataset
uspto-grants-2013_01
Patent number
US08344137B2

Reaction notes

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