Phenolate Sodium → HCID 21914023, compound

HRID 1245969Notes

Reaction equation

Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][OH:18])[C:5]([CH3:19])=[C:4]([CH3:20])[N:3]=1.[O-:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[Na+]>>[CH3:20][C:4]1[C:5]([CH3:19])=[C:6]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][OH:18])[C:7]([N+:8]([O-:10])=[O:9])=[C:2]([O:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:3]=1

Participants

Reactant 2

HCID 4445035Phenolate Sodium

HCID 21913650HCID 21913650, compound

Product 1

HCID 21914023HCID 21914023, compound

Procedure

Using the general method of Example 90 Part B, 6-[(2-chloro-5,6-dimethyl-3-nitropyridin-4-yl)amino]hexan-1-ol (14.00 g, 46.39 mmol) was reacted with sodium phenoxide to provide 12.40 g of 6-[(2,3-dimethyl-5-nitro-6-phenoxypyridin-4-yl)amino]hexan-1-ol as a yellow powder.

Sources & evidence

ORD record: ord-5829c2193a654630b939bf3d15537dc8
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07125890B2

Reaction notes

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