2-Methoxyphenylboronic acid → 9-hydroxy-4-(2-methoxyphenyl)pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

HRID 11023

反応式

HRID 11023 の反応式
[OH:1][C:2]1[CH:14]=[CH:13][C:12]2[NH:11][C:10]3[CH:9]=[C:8](I)[C:7]4[C:16](=[O:20])[NH:17][C:18](=[O:19])[C:6]=4[C:5]=3[C:4]=2[CH:3]=1.[CH3:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1B(O)O>>[OH:1][C:2]1[CH:14]=[CH:13][C:12]2[NH:11][C:10]3[CH:9]=[C:8]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=4[O:22][CH3:21])[C:7]4[C:16](=[O:20])[NH:17][C:18](=[O:19])[C:6]=4[C:5]=3[C:4]=2[CH:3]=1

参加物

3

反応物 2

HCID 27339582-Methoxyphenylboronic acidHCID 118428349-hydroxy-4-iodopyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

生成物 1

HCID 100439319-hydroxy-4-(2-methoxyphenyl)pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione収率 75%

実験手順

The reaction of 9-hydroxy-4-iodopyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione, prepared as in example 7, with 2-methoxybenzeneboronic acid according to the procedure described in example 8 gave 9-hydroxy-4-(2-methoxyphenyl)pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (20) (I, Ar=2-methoxyphenyl) in a 75% yield, mp 216° C. 1H NMR δ [(CD3)2SO] 11.70 (s, 1H), 10.90 (s, 1H), 9.23 (s, 1H), 8.31 (d, J=2.4 Hz, 1H), 7.50 (s, 1H), 7.43 (d. J=8.0 Hz, 1H), 7.43–7.38 (m, 1H), 7.31 (dd, J=8.0, 2.4 Hz, 1H), 7.11–7.01 (m, 3H), 3.68 (s, 3H). Found: C, 69.21; H, 3.80; N, 7.58. C21H14N2O4,1/4H2O requires C, 69.51; H, 4.03; N, 7.72.

出典と根拠

ORDレコード
ord-a8595786c5434a588cfc7acc7176f917
出典データセット
uspto-grants-2006_08
特許番号
US07094798B1

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