3-Aminophenol → HCID 66599953, compound

HRID 1621385Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][N:10]2[CH2:15][CH2:14][N:13]([S:16]([CH3:19])(=[O:18])=[O:17])[CH2:12][CH2:11]2)[CH:5]=[N:6][C:7]=1Cl.[NH2:20][C:21]1[CH:22]=[C:23]([OH:27])[CH:24]=[CH:25][CH:26]=1>>[Cl:1][C:2]1[C:7]([NH:20][C:21]2[CH:22]=[C:23]([OH:27])[CH:24]=[CH:25][CH:26]=2)=[N:6][CH:5]=[C:4]([CH2:9][N:10]2[CH2:15][CH2:14][N:13]([S:16]([CH3:19])(=[O:18])=[O:17])[CH2:12][CH2:11]2)[CH:3]=1

Participants

Reactant 2

HCID 115683-Aminophenol

HCID 86647047HCID 86647047, compound

Product 1

HCID 66599953HCID 66599953, compound

Procedure

The title compound was prepared in an analogous manner to that described above in Example 22, Step 2 using 1-((5,6-dichloropyridin-3-yl)methyl)-4-(methylsulfonyl)piperazine and 3-aminophenol under microwave irradiation conditions (150° C., 30 min), and isolated as a pale yellow solid (70%). LCMS (API-ES) m/z 398 (M+H)+.

Sources & evidence

ORD record: ord-57c10a4d6bdb4b02a690798c3b8c34e1
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772480B2

Reaction notes

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