Methyl (R)-2-Methyl-3-[(methylsulfonyl)oxy]propanoate → methyl 3-(4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazol-1-yl)-2-methylpropanoate

HRID 2274813Notes

Reaction equation

HRID 2274813 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:20]3[CH:21]=[N:22][NH:23][CH:24]=3)=[CH:7][N:8]2[S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:13])=[O:12])=[CH:4][CH:3]=1.[CH3:25][CH:26]([CH2:31]OS(C)(=O)=O)[C:27]([O:29][CH3:30])=[O:28]>>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:20]3[CH:24]=[N:23][N:22]([CH2:25][CH:26]([CH3:31])[C:27]([O:29][CH3:30])=[O:28])[CH:21]=3)=[CH:7][N:8]2[S:11]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)(=[O:12])=[O:13])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 19737266Methyl (R)-2-Methyl-3-[(methylsulfonyl)oxy]propanoateHCID 1180601346-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indole2×

Product 1

HCID 118060396methyl 3-(4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazol-1-yl)-2-methylpropanoateYield 39%

Procedure

Following the general method as outlined in Example 6 Step 1, starting from 6-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indole (Intermediate 5; 683 mg; 2.00 mmol) and methyl 2-methyl-3-((methylsulfonyl)oxy)propanoate (588 mg; 3.00 mmol), 341 mg (39%) of the title compound was obtained as a colorless oil after purification by a silica gel chromatography (petroleum ether/EtOAc=3/1 to 2/1).

Sources & evidence

ORD record
ord-b0029ac9ffb046538f1b5aa228cd77d0
Source dataset
uspto-grants-2015_09
Patent number
US09126984B2

Reaction notes

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