4-[(4-Methoxyphenyl)ethynyl]benzaldehyde → HCID 11212124, compound

HRID 733644Notes

Reaction equation

HRID 733644 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]#[C:10][C:11]2[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=2)=[CH:5][CH:4]=1.[NH2:19][C:20]1[CH:21]=[CH:22][C:23]2[C:28](=[O:29])[O:27][C:26]([CH3:31])([CH3:30])[O:25][C:24]=2[CH:32]=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]#[C:10][C:11]2[CH:18]=[CH:17][C:14]([CH2:15][NH:19][C:20]3[CH:21]=[CH:22][C:23]4[C:28](=[O:29])[O:27][C:26]([CH3:30])([CH3:31])[O:25][C:24]=4[CH:32]=3)=[CH:13][CH:12]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 113338214-[(4-Methoxyphenyl)ethynyl]benzaldehydeHCID 231100727-Amino-2,2-dimethyl-4H-1,3-benzodioxine-4-one

Product 1

HCID 11212124HCID 11212124, compound

Procedure

The title compound was prepared following the procedure A using 4-[(4-methoxyphenyl)-ethynyl]benzaldehyde (intermediate which may be obtained according to methods disclosed in EP03103780.7) and 7-amino-2,2-dimethyl-4H-1,3-benzodioxin-4-one as a brown powder (%). 1H NMR (CDCl3) δ 7.70 (d, J=8.7 Hz, 1H), 7.48 (d, J=8.3 Hz, 2H), 7.44 (d, J=8.9 Hz, 2H), 7.28 (d, J=8.1 Hz, 2H), 6.86 (d, J=8.9 Hz, 2H), 6.30 (m, 1H), 6.01 (s, 1H), 4.37 (s, 2H), 3.81 (s, 3H), 1.67 (s, 6H). M+ (ESI): 414.1, M− (ESI): 412.1. HPLC, Rt: 4.90 min (purity: 92.8%).

Sources & evidence

ORD record
ord-58b8e1e880dc43e8a714280b5c363c6e
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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