3,5-Dichloro-4-methylpyridine → 8-(Cyclopentyloxy)-4-[(3,5-dichloropyridin-4-yl)methyl]-7-methoxy-2H-chromen-2-one

HRID 20629

Reaction equation

HRID 20629 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:9])[C:7]=1[CH3:8].CC1C=CC(S(O[C:21]2[C:30]3[C:25](=[C:26]([O:33][CH:34]4[CH2:38][CH2:37][CH2:36][CH2:35]4)[C:27]([O:31][CH3:32])=[CH:28][CH:29]=3)[O:24][C:23](=[O:39])[CH:22]=2)(=O)=O)=CC=1>>[CH:34]1([O:33][C:26]2[C:27]([O:31][CH3:32])=[CH:28][CH:29]=[C:30]3[C:25]=2[O:24][C:23](=[O:39])[CH:22]=[C:21]3[CH2:8][C:7]2[C:6]([Cl:9])=[CH:5][N:4]=[CH:3][C:2]=2[Cl:1])[CH2:35][CH2:36][CH2:37][CH2:38]1

Participants

3

Reactant 2

HCID 109538273,5-Dichloro-4-methylpyridineHCID 866181328-(cyclopentyloxy)-7-methoxy-2-oxo-2H-chromen-4-yl 4-methylbenzenesulfonate

Product 1

HCID 248493798-(Cyclopentyloxy)-4-[(3,5-dichloropyridin-4-yl)methyl]-7-methoxy-2H-chromen-2-one

Procedure

The title compound was prepared from 3,5-dichloro-4-methylpyridine and 8-(cyclopentyloxy)-7-methoxy-2-oxo-2H-chromen-4-yl 4-methylbenzenesulfonate following the procedure outlined in Example 1, Step 4. 1H NMR (400 MHz, DMSO-d6): δ 8.73 (s, 2H), 7.77 (d, 1H), 7.19 (d, 1H), 5.32 (s, 1H), 4.83 (m, 1H), 4.45 (s, 2H), 3.92 (s, 3H), 1.80-1.00 (m, 8H); MS (ESI): 419.9.

Sources & evidence

ORD record
ord-81ff9836458f409abba57bd2e923fa06
Source dataset
uspto-grants-2010_06
Patent number
US07745646B2

Linked notes

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