Methylamine → 4-(3,5-Dichloropyridin-4-ylamino)-7-methoxy-8-(5-(methylamino)pentyloxy)-2H-chromen-2-one

HRID 20716Notes

Reaction equation

HRID 20716 reaction equation
[CH3:1][NH2:2].Br[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[C:11]([O:30][CH3:31])=[CH:12][CH:13]=[C:14]2[C:19]=1[O:18][C:17](=[O:20])[CH:16]=[C:15]2[NH:21][C:22]1[C:27]([Cl:28])=[CH:26][N:25]=[CH:24][C:23]=1[Cl:29]>>[Cl:29][C:23]1[CH:24]=[N:25][CH:26]=[C:27]([Cl:28])[C:22]=1[NH:21][C:15]1[C:14]2[C:19](=[C:10]([O:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][NH:2][CH3:1])[C:11]([O:30][CH3:31])=[CH:12][CH:13]=2)[O:18][C:17](=[O:20])[CH:16]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 248495698-(5-Bromopentyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one

Product 1

HCID 593479674-(3,5-Dichloropyridin-4-ylamino)-7-methoxy-8-(5-(methylamino)pentyloxy)-2H-chromen-2-one

Procedure

The title compound was prepared from methylamine and 8-(5-bromopentyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one (Example 28) following the procedure outlined in Example 27. 1H NMR (400 MHz, DMSO-d6): δ 8.44 (br s, 2H), 8.33 (s, 2H), 7.78 (d, 1H), 6.92 (d, 1H), 3.94 (t, 2H), 3.85 (s, 1H), 3.84 (s, 3H), 2.93 (t, 2H), 2.53 (s, 3H), 1.82-1.56 (m, 6H); MS (ESI): 452.0.

Sources & evidence

ORD record
ord-d0ded153abd24151bba36070bc54ff6d
Source dataset
uspto-grants-2010_06
Patent number
US07745646B2

Reaction notes

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