2-(1,3-Benzodioxol-5-yloxy)pyridine-3-carboxylic acid → (+)-2-(Benzo[1,3]dioxol-5-yloxy)-N-[4-(1-hydroxy-ethyl)-cyclohexylmethyl]-nicotinamide

HRID 844094Notes

Reaction equation

HRID 844094 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([O:10][C:11]3[N:19]=[CH:18][CH:17]=[CH:16][C:12]=3[C:13]([OH:15])=O)=[CH:9][C:4]=2[O:3][CH2:2]1.[NH2:20][CH2:21][C@H:22]1[CH2:27][CH2:26][C@H:25]([CH:28]([OH:30])[CH3:29])[CH2:24][CH2:23]1>>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([O:10][C:11]3[N:19]=[CH:18][CH:17]=[CH:16][C:12]=3[C:13]([NH:20][CH2:21][CH:22]3[CH2:27][CH2:26][CH:25]([CH:28]([OH:30])[CH3:29])[CH2:24][CH2:23]3)=[O:15])=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

3

Reactant 2

HCID 27368792-(1,3-Benzodioxol-5-yloxy)pyridine-3-carboxylic acidHCID 178468162HCID 178468162, compound

Product 1

HCID 22612257(+)-2-(Benzo[1,3]dioxol-5-yloxy)-N-[4-(1-hydroxy-ethyl)-cyclohexylmethyl]-nicotinamide

Procedure

Prepared from 2-(Benzo[1,3]dioxol-5-yloxy)-nicotinic acid and (+)-trans-1-(4-Aminomethyl-cyclohexyl)-ethanol. 1HNMR (CDCl3) δ0.97 (1,m), 1.10 (3, m), 1.17 (4, m), 1.19 (4,m), 3.23 (1,t), 3.44(2,q), 6.00(2,s), 6.58 (1, dd), 6.64 (1,s), 6.8 (1, d), 7.10 (1,m), 7.9 (1,m), 8.18 (1,m), 8.53 (1, d); MS: m/e 399 (M++1).

Sources & evidence

ORD record
ord-69f1ae3b35764eab97441cbfe06eb53a
Source dataset
uspto-grants-2002_04
Patent number
US06380218B1

Reaction notes

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