2-Pyridinemethanamine → HCID 21737544, compound

HRID 2428263Notes

Reaction equation

HRID 2428263 reaction equation
[OH:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:17])([C:14]([OH:16])=O)[CH2:6][CH2:5]2.C1N=CN(C(N2C=NC=C2)=O)C=1.[N:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[CH2:37][NH2:38]>>[OH:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:17])([C:14]([NH:38][CH2:37][C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][N:31]=1)=[O:16])[CH2:6][CH2:5]2

Participants

4

Reactant 3

HCID 195092-PyridinemethanamineHCID 40634TroloxHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 21737544HCID 21737544, compoundYield 85.5%

Procedure

Following the amide coupling procedure described in protocol A, 499 mg 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (1.99 mmol), 370 mg CDI (2.28 mmol) and 324 mg 2-picolylamine (3.0 mmol), produced 579 mg of 6-hydroxy-2,5,7,8-tetramethyl-N-(pyridin-2-ylmethyl)chroman-2-carboxamide as a white solid.

Sources & evidence

ORD record
ord-9766c091ac1849fca293342188ffb091
Source dataset
uspto-grants-2011_06
Patent number
US07968746B2

Reaction notes

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