1,3-Benzodioxole-5-carboxylic acid → HCID 13832241, compound

HRID 2378357Notes

Reaction equation

HRID 2378357 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.[NH2:13][CH2:14][CH2:15][CH2:16][OH:17]>>[OH:17][CH2:16][CH2:15][CH2:14][NH:13][C:10]([C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][O:3][C:4]=2[CH:9]=1)=[O:12]

Participants

3

Reactant 2

HCID 71961,3-Benzodioxole-5-carboxylic acidHCID 90863-Amino-1-propanol

Product 1

HCID 13832241HCID 13832241, compoundYield 65%

Procedure

1,3-Benzodioxole -5-carboxylic acid (2.0 g, 12.0 mmol) and 3-amino-1-propanol (0.8 ml, 15.6 mmol) were coupled according to the procedure of Example 17 to 1.74 g (65% yield) of a white solid. MP 112-113° C.; 1H NMR (DMSO-d6): δ 1.65 (m, CH2), 3.27 (m, CH2), 3.42 (m, CH2), 4.45 (t, NH), 6.0 (s, CH2), 6.98 (d, 1 Ar H), 7.37 (d, 1 Ar H), 7.4 (d-d, 1 Ar H), 8.28 (t, NH) Electrospray Mass Spec: m/z 224.2 (M+H)+.

Sources & evidence

ORD record
ord-dcbd3684c00043a594b611be5afedef8
Source dataset
uspto-grants-2008_12
Patent number
US07470794B2

Reaction notes

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