Orm-10103 → HCID 69017042, compound

HRID 1455073Notes

Reaction equation

HRID 1455073 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7](OC2C=C3C(=CC=2)OC(C2C=CC=CC=2)CC3)=[N:8][CH:9]=1)([O-:3])=[O:2].[OH:27][C:28]1[CH:29]=[C:30]([CH:34]2[CH2:43][CH2:42][C:41]3[C:36](=[CH:37][CH:38]=[C:39]([O:44][C:45]4[N:50]=[CH:49][C:48]([NH:51][C:52](=[O:54])[CH3:53])=[CH:47][CH:46]=4)[CH:40]=3)[O:35]2)[CH:31]=[CH:32][CH:33]=1>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:27][C:28]2[CH:29]=[C:30]([CH:34]3[CH2:43][CH2:42][C:41]4[C:36](=[CH:37][CH:38]=[C:39]([O:44][C:45]5[N:50]=[CH:49][C:48]([NH:51][C:52](=[O:54])[CH3:53])=[CH:47][CH:46]=5)[CH:40]=4)[O:35]3)[CH:31]=[CH:32][CH:33]=2)=[N:8][CH:9]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 17978512Orm-10103HCID 69015093HCID 69015093, compound

Product 1

HCID 69017042HCID 69017042, compound

Procedure

N-(6-{2-[3-(5-Nitropyridin-2-yloxy)phenyl]chroman-6-yloxy}pyridin-3-yl)acetamide was prepared as described for 5-nitro-2-(2-phenylchroman-6-yloxy)pyridine in Example 1(b) starting from N-{6-[2-(3-hydroxyphenyl)chroman-6-yloxy]pyridin-3-yl}acetamide. 1H NMR (400 MHz, d6-DMSO) δ: 10.03 (s, 1H), 9.05 (d, 1H, J 2.1 Hz), 8.63 (d, 1H, J 8.9 Hz), 8.26 (s, 1H), 8.00 (m, 1H), 7.50 (m, 1H), 7.40 (m, 1H), 7.27-7.31 (m, 2H), 7.20 (m, 1H), 6.92 (d, 1H, J 8.9 Hz), 6.85-6.87 (m, 3H), 5.17 (d, 1H, J 10.4 Hz), 2.96 (m, 1H), 2.71 (m, 1H), 2.20 (m, 1H), 2.04 (s, 3H), 1.99 (m, 1H).

Sources & evidence

ORD record
ord-c64865dec8934d688209f45e09781797
Source dataset
uspto-grants-2009_01
Patent number
US07482340B2

Reaction notes

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