8-(5-Bromopentyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one → 8-(5-(2H-Tetrazol-2-yl)pentyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one

HRID 20717

Reaction equation

HRID 20717 reaction equation
[NH:1]1[CH:5]=[N:4][N:3]=[N:2]1.Br[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[C:14]([O:33][CH3:34])=[CH:15][CH:16]=[C:17]2[C:22]=1[O:21][C:20](=[O:23])[CH:19]=[C:18]2[NH:24][C:25]1[C:30]([Cl:31])=[CH:29][N:28]=[CH:27][C:26]=1[Cl:32]>>[N:1]1[N:2]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[C:14]([O:33][CH3:34])=[CH:15][CH:16]=[C:17]3[C:22]=2[O:21][C:20](=[O:23])[CH:19]=[C:18]3[NH:24][C:25]2[C:30]([Cl:31])=[CH:29][N:28]=[CH:27][C:26]=2[Cl:32])[N:3]=[N:4][CH:5]=1

Participants

3

Reactant 2

HCID 248495698-(5-Bromopentyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-oneHCID 178418441HCID 178418441, compound

Product 1

HCID 593479658-(5-(2H-Tetrazol-2-yl)pentyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one

Procedure

The title compound was prepared from tetrazole and 8-(5-bromopentyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one (Example 28) following the procedure outlined in Example 98. 1H NMR (400 MHz, DMSO-d6): δ 9.52 (s, 1H), 8.94 (s, 1H), 8.81 (s, 2H), 7.94 (d, 1H), 7.19 (d, 1H), 4.72 (t, 2H), 4.63 (s, 1H), 3.96 (t, 2H), 3.90 (s, 3H), 1.98 (m, 2H), 1.70 (m, 2H), 1.46 (m, 2H); MS (ESI): 490.9.

Sources & evidence

ORD record
ord-d8d44a98fef74240a0e56897a48d9d4f
Source dataset
uspto-grants-2010_06
Patent number
US07745646B2

Linked notes

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