N-Methylbutylamine → HCID 135581815, compound

HRID 1024421Notes

Reaction equation

HRID 1024421 reaction equation
Cl[C:2]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][C:12]=1[OH:13])[NH:9][N:8]=[C:7]2[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17](C)C=1)=[O:3].[CH3:22][NH:23][CH2:24][CH2:25][CH2:26][CH3:27].[CH2:28](N(C(C)C)C(C)C)C>C1COCC1>[CH2:24]([N:23]([CH3:22])[C:2]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][C:12]=1[OH:13])[NH:9][N:8]=[C:7]2[C:14]1[CH:15]=[CH:20][CH:19]=[C:18]([CH3:17])[CH:28]=1)=[O:3])[CH2:25][CH2:26][CH3:27]

Participants

5

Reactant 3

HCID 8068N-MethylbutylamineHCID 81531DiisopropylethylamineHCID 149159545HCID 149159545, compound

Product 1

HCID 135581815HCID 135581815, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

4.7 A solution of 52 mg of “4f” in 1 ml of THF is added dropwise to a solution of 18.65 mg of N-methylbutylamine and 88.2 μl of N-ethyldiisopropylamine in 2 ml of THF. The mixture is stirred for a further 1 hour and subjected to conventional work-up. For further purification, the residue is chromatographed over an RP18 silica-gel column, giving 18.8 mg of 5-(N-butyl-N-methylaminocarbonyl)-3-(3-methylphenyl)-6-hydroxy-1H-indazole (“A25”)

Workup

  1. customFor further purification
  2. customthe residue is chromatographed over an RP18 silica-gel column

Sources & evidence

ORD record
ord-60133676cfe445c8beb71d9dedf478e0
Source dataset
uspto-grants-2014_05
Patent number
US08722903B2

Reaction notes

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