(2-Bromoethyl)cyclohexane → 8-(2-Cyclohexylethoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one

HRID 20669

Reaction equation

HRID 20669 reaction equation
Br[CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.[Cl:10][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([Cl:32])[C:16]=1[NH:17][C:18]1[C:27]2[C:22](=[C:23]([OH:30])[C:24]([O:28][CH3:29])=[CH:25][CH:26]=2)[O:21][C:20](=[O:31])[CH:19]=1>>[CH:4]1([CH2:3][CH2:2][O:30][C:23]2[C:24]([O:28][CH3:29])=[CH:25][CH:26]=[C:27]3[C:22]=2[O:21][C:20](=[O:31])[CH:19]=[C:18]3[NH:17][C:16]2[C:15]([Cl:32])=[CH:14][N:13]=[CH:12][C:11]=2[Cl:10])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 15440(2-Bromoethyl)cyclohexaneHCID 248495704-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxy-2H-chromen-2-one

Product 1

HCID 248497128-(2-Cyclohexylethoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one

Procedure

The title compound was prepared from (2-bromoethyl)cyclohexane and 4-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxy-2H-chromen-2-one (Example 29) following the procedure outlined in Example 25. 1H NMR (400 MHz, DMSO-d6): δ 9.52 (s, 1H), 8.82 (s, 2H), 7.95 (d, 1H), 7.21 (d, 1H), 4.64 (s, 1H), 4.02 (t, 2H), 3.92 (s, 3H), 1.80-1.50 (m, 8H), 1.70 (m, 3H), 0.90 (m, 2H); MS (ESI): 463.0.

Sources & evidence

ORD record
ord-c5c15509ded04e4699aa5fafff3fe60b
Source dataset
uspto-grants-2010_06
Patent number
US07745646B2

Linked notes

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