HCID 67242310, compound → HCID 67242596, compound

HRID 2423181Notes

Reaction equation

[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[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][C:3]=1[O:20][CH2:21][CH2:22][NH:23][C:24](=O)[CH3:25]>C(#N)C>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][N:8]2[S:11]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)(=[O:13])=[O:12])=[C:4]2[C:24]([CH3:25])=[N:23][CH2:22][CH2:21][O:20][C:3]=12

Participants

Conditions

Temperature: 200 °C

Procedure

To N-(2-{[6-fluoro-1-(phenylsulfonyl)-1H-indol-5-yl]oxy}ethyl)acetamide (Intermediate 30, 0.020 g, 0.053 mmol) in acetonitrile (20 mL) phosphoryl chloride (0.5 mL) was added and the reaction mixture was heated at 200° C. for 30 minutes in a microwave heater. The crude product was purified by preparative HPLC (XTerra C18, 50 mM NH4HCO3 pH 10-CH3CN) to give the title compound (1 mg). MS m/z 359 [M+H]+.

Workup

customThe crude product was purified by preparative HPLC (XTerra C18, 50 mM NH4HCO3 pH 10-CH3CN)

Sources & evidence

ORD record: ord-d71a86f688c74f95a9252f9bddac4c36
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07960374B2

Reaction notes

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