HCID 19432606, compound → HCID 25254528, compound

HRID 219469Notes

Reaction equation

HRID 219469 reaction equation
[Cl:1][C:2]1[C:3]([CH3:24])=[C:4]([C:21](=[O:23])[CH3:22])[C:5]([OH:20])=[C:6]([CH2:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:7]=1[O:8][CH3:9].[N:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[CH2:31][CH2:32]OS(C(F)(F)F)(=O)=O>>[Cl:1][C:2]1[C:3]([CH3:24])=[C:4]([C:21](=[O:23])[CH3:22])[C:5]([O:20][CH2:32][CH2:31][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][N:25]=2)=[C:6]([CH2:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:7]=1[O:8][CH3:9]

Participants

3

Reactant 2

HCID 19432606HCID 19432606, compoundHCID 59583483HCID 59583483, compound

Product 1

HCID 25254528HCID 25254528, compoundYield 60%

Procedure

Example 26a (47 mg, 0.136 mmol) was reacted with 2-(pyridin-2-yl)ethyltrifluoromethanesulphonate (0.3 mL) according to General Procedure F to give the title compound (38 mg, 60%). 1H NMR (300 MHz, CDCl3) δ 8.54 (dd, 1H), 7.57 (t, 1H), 7.28-7.08 (m, 7H), 4.09 (t, J=6.3 Hz, 2H), 3.75 (s, 3H), 3.11 (t, J=6.3 Hz, 2H), 2.54 (t, J=6.9 Hz, 2H), 2.44 (t, J=6.9 Hz, 2H), 2.35 (s, 3H), 2.18 (s, 3H), 1.56-1.43 (m, 4H).

Sources & evidence

ORD record
ord-5815dfa72be74ddd83cc6ab8e06c7bd7
Source dataset
uspto-grants-2012_06
Patent number
US08202513B2

Reaction notes

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