Potassium Acetate → 4-(3,5-Dichloropyridin-4-ylamino)-8-(3-hydroxypropoxy)-7-methoxy-2H-chromen-2-one

HRID 20705Notes

Reaction equation

HRID 20705 reaction equation
C([O-])(=[O:3])C.[K+].Br[CH2:7][CH2:8][CH2:9][O:10][C:11]1[C:12]([O:31][CH3:32])=[CH:13][CH:14]=[C:15]2[C:20]=1[O:19][C:18](=[O:21])[CH:17]=[C:16]2[NH:22][C:23]1[C:28]([Cl:29])=[CH:27][N:26]=[CH:25][C:24]=1[Cl:30]>>[Cl:30][C:24]1[CH:25]=[N:26][CH:27]=[C:28]([Cl:29])[C:23]=1[NH:22][C:16]1[C:15]2[C:20](=[C:11]([O:10][CH2:9][CH2:8][CH2:7][OH:3])[C:12]([O:31][CH3:32])=[CH:13][CH:14]=2)[O:19][C:18](=[O:21])[CH:17]=1

Participants

3

Reactant 2

HCID 517044Potassium AcetateHCID 248495718-(3-Bromopropoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one

Product 1

HCID 248492954-(3,5-Dichloropyridin-4-ylamino)-8-(3-hydroxypropoxy)-7-methoxy-2H-chromen-2-one

Procedure

The title compound can be prepared from potassium acetate and 8-(3-bromopropoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one (Example 30) following the procedures outlined in Examples 52 & 42. 1H NMR (400 MHz, DMSO-d6): δ 9.52 (s, 1H), 8.81 (s, 2H), 7.94 (d, 1H), 7.20 (d, 1H), 4.64 (s, 1H), 4.44 (t, 1H), 4.07 (t, 2H), 3.92 (s, 3H), 3.57 (q, 2H), 1.82 (m, 2H); MS (ESI): 410.8.

Sources & evidence

ORD record
ord-ee9186dd53084b01ae0d1e8b8d9c6d1b
Source dataset
uspto-grants-2010_06
Patent number
US07745646B2

Reaction notes

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