Methanesulfonic Acid → HCID 66834207, compound

HRID 2275191Notes

Reaction equation

HRID 2275191 reaction equation
C([O:3][C:4]([C:6]1[C:14]2[C:9](=[CH:10][C:11]([C:15]#[N:16])=[CH:12][CH:13]=2)[NH:8][C:7]=1[C:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26]C(C)C)=[C:22]([O:30][CH3:31])[CH:21]=1)([CH3:19])[CH3:18])=O)C.CS(O)(=O)=O.CCCCCC>CC#N>[OH:26][C:23]1[C:22]([O:30][CH3:31])=[CH:21][C:20]2[C:17]([CH3:19])([CH3:18])[C:7]3[NH:8][C:9]4[C:14]([C:6]=3[C:4](=[O:3])[C:25]=2[CH:24]=1)=[CH:13][CH:12]=[C:11]([C:15]#[N:16])[CH:10]=4

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 8058HexaneHCID 66834661HCID 66834661, compound

Product 1

HCID 66834207HCID 66834207, compoundYield 19%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

6-Cyano-2-[1-(4-isopropoxy-3-methoxy-phenyl)-1-methyl-ethyl]-1H-indole-3-carboxylic acid ethyl ester (Compound L7, 1.25 g, 2.97 mmol) was dissolved in MeCN (18 mL), added with methanesulfonic acid (3.75 mL), and then stirred at 50° C. for 8 hr. Hexane was added to the reaction solution, and the precipitated solid was filtered to obtain the title compound (yellow solid, 185 mg, 19%).

Workup

  1. filtrationthe precipitated solid was filtered

Sources & evidence

ORD record
ord-22904721ba5540a5b6d67132c77d6687
Source dataset
uspto-grants-2015_09
Patent number
US09126931B2

Reaction notes

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