1,3-Benzodioxole-5-carboxylic acid → Benzo[1,3]-dioxole-5-carboxylic acid [1-(4-methoxy-phenyl)-butyl]-amide

HRID 1453498Notes

Reaction equation

HRID 1453498 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([OH:12])=O)=[CH:9][C:4]=2[O:3][CH2:2]1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]([NH2:25])[CH2:22][CH2:23][CH3:24])=[CH:17][CH:16]=1>>[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]([NH:25][C:10]([C:8]2[CH:7]=[CH:6][C:5]3[O:1][CH2:2][O:3][C:4]=3[CH:9]=2)=[O:12])[CH2:22][CH2:23][CH3:24])=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 71961,3-Benzodioxole-5-carboxylic acidHCID 246888201-(4-Methoxyphenyl)butan-1-amine

Product 1

HCID 57527745Benzo[1,3]-dioxole-5-carboxylic acid [1-(4-methoxy-phenyl)-butyl]-amide

Procedure

Prepared in a similar manner to example 4 using benzo[1,3]dioxole-5-carboxylic acid and 1-(4-methoxy-phenyl)-butylamine 1H NMR (500 MHz, CDCl3): δ 0.93-0.95 (t, 3H), 1.30-1.39 (m, 2H), 1.80-1.90 (m, 2H), 3.79 (s, 3H), 5.08-5.09 (dd, 1H), 6.00 (s, 2H), 6.10-6.12 (d, 1H), 6.79-6.80 (d, 1H), 6.87(s, 1H), 6.88 (s, 1H), 7.25-7.28 (m, 4H). MS (M+H, 328.1).

Sources & evidence

ORD record
ord-4146381a89a74d89a383052d3cd83c52
Source dataset
uspto-grants-2009_01
Patent number
US07476399B2

Reaction notes

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