Orm-10103 → HCID 17978505, compound

HRID 31311Notes

Reaction equation

HRID 31311 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].[C:27]1([CH:33]2[CH2:42][C:41]3[C:36](=[CH:37][C:38]([OH:43])=[CH:39][CH:40]=3)[O:35][CH2:34]2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:43][C:38]2[CH:37]=[C:36]3[C:41]([CH2:42][CH:33]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH2:34][O:35]3)=[CH:40][CH:39]=2)=[N:8][CH:9]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 17978512Orm-10103HCID 204967613-Phenylchroman-7-ol

Product 1

HCID 17978505HCID 17978505, compound

Procedure

5-Nitro-2-(3-phenylchroman-7-yloxy)pyridine was prepared as described for 5-nitro-2-(2-phenylchroman-6-yloxy)pyridine in Example 1(b) using 200 mg of 3-phenylchroman-7-ol. 1H NMR (400 MHz, d6-DMSO) δ: δ: 9.05 (d, 1H, J 2.9 Hz), 8.61 (dd, 1H, J 9.1, 2.9 Hz), 7.34-7.38 (m, 4H), 7.27-7.30 (m, 1H), 7.22 (m, 2H), 6.70-6.74 (m, 2H), 4.31 (dd, 1H, J 10.4, 3.5 Hz), 4.12 (t, 1H, 10.4 Hz), 3.24 (m, 1H), 3.01-3.11 (m, 2H).

Sources & evidence

ORD record
ord-a5d4f53e788f46438a6a6cfd72e5b6c0
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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