2-Hydroxy-5-(trifluoromethyl)pyridine → HCID 11575915, compound

HRID 1173469Notes

Reaction equation

HRID 1173469 reaction equation
[CH3:1][C:2]([CH3:21])([CH3:20])[CH2:3][N:4]([CH2:17][CH2:18][OH:19])[C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[C:7]([C:13]([F:16])([F:15])[F:14])[CH:6]=1.[F:22][C:23]([F:32])([F:31])[C:24]1[CH:25]=[CH:26][C:27](=O)[NH:28][CH:29]=1>COCCOC>[CH3:1][C:2]([CH3:21])([CH3:20])[CH2:3][N:4]([CH2:17][CH2:18][O:19][C:27]1[CH:26]=[CH:25][C:24]([C:23]([F:32])([F:31])[F:22])=[CH:29][N:28]=1)[C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[C:7]([C:13]([F:14])([F:15])[F:16])[CH:6]=1

Participants

4

Reactant 2

HCID 1474432-Hydroxy-5-(trifluoromethyl)pyridineHCID 68495138HCID 68495138, compound

Product 1

HCID 11575915HCID 11575915, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

Synthesized as described in Example 27B from 4-[(2,2-dimethylpropyl)(2-hydroxyethyl)amino]-2-(trifluoromethyl)benzonitrile (Example 61C) and 5-(trifluoromethyl)-2(1H)-pyridinone, using dry DME as the reaction solvent: 1H NMR (400 MHz, CDCl3) δ 8.43 (m, 1H), 7.79 (app. dd, J=8.8, 2.6 Hz, 1H), 7.56 (d, J=8.9 Hz, 1H), 7.27 (d, J≈2.6 Hz, 1H; partially obscured by solvent), 6.97 (dd, J=9.0, 2.8 Hz, 1H), 6.78 (partially resolved ddd, J=8.7, ˜0.6, ˜0.6 Hz, 1H), 4.52 (t, J=6.6 Hz, 2H), 3.90 (t, J=6.7 Hz, 2H), 3.34 (s, 2H), 1.00 (s, 9H).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-f27dcd93938c4a69bc495a60789763be
Source dataset
uspto-grants-2010_11
Patent number
US07834063B2

Reaction notes

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