4-Methoxyphenylacetic Acid → HCID 897877, compound

HRID 1519944Notes

Reaction equation

HRID 1519944 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([OH:12])=O)=[CH:5][CH:4]=1.[CH3:13][O:14][C:15]([C:17]1[S:18][CH:19]=[CH:20][C:21]=1[NH2:22])=[O:16]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]([NH:22][C:21]2[CH:20]=[CH:19][S:18][C:17]=2[C:15]([O:14][CH3:13])=[O:16])=[O:12])=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 76904-Methoxyphenylacetic AcidHCID 89652Methyl 3-amino-2-thiophenecarboxylate

Product 1

HCID 897877HCID 897877, compound

Procedure

The title compound was prepared from 4-methoxyphenyl acetic acid (6.65 g, 40.2 mmol) and methyl-3-amino-2-thiophene carboxylate (6.30 g, 40.08 mmol) using protocol A to afford the coupled intermediate (7.40 g, 60%). Method [7] m/z 306.0 (M+H); retention time=5.907. 1H-NMR (CDCl3) δ 10.04 (broad s, 1H), 8.07 (d, J=5.5 Hz, 1H), 7.38 (d, J=5.5 Hz, 1H), 7.22 (d, J=8.3 Hz, 2H,), 6.88 (d, J=8.3 Hz, 2H), 3.76 (s, 3H), 3.75 (s, 3H), 3.65 (s, 2H).

Sources & evidence

ORD record
ord-1ecf282153b240f8a0db3db7b029e34b
Source dataset
uspto-grants-2015_07
Patent number
US09073891B2

Reaction notes

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