3-(4-(2-Chlorophenyl)-9-methoxy-1,3-dioxo-2,3-dihydropyrrolo[3,4-c]carbazol-6 (1H)-yl)propanenitrile → 3-(4-(2-Chlorophenyl)-9-hydroxy-1,3-dioxo-2,3-dihydropyrrolo[3,4-c]carbazol-6(1H)-yl)propanenitrile

HRID 11065

반응식

HRID 11065 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:20]2[C:21](=[O:25])[NH:22][C:23](=[O:24])[C:19]=2[C:18]2[C:17]3[CH:16]=[C:15]([O:26]C)[CH:14]=[CH:13][C:12]=3[N:11]([CH2:28][CH2:29][C:30]#[N:31])[C:10]=2[CH:9]=1>CO>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:20]2[C:21](=[O:25])[NH:22][C:23](=[O:24])[C:19]=2[C:18]2[C:17]3[CH:16]=[C:15]([OH:26])[CH:14]=[CH:13][C:12]=3[N:11]([CH2:28][CH2:29][C:30]#[N:31])[C:10]=2[CH:9]=1

참가 물질

3

반응물 1

HCID 867602003-(4-(2-Chlorophenyl)-9-methoxy-1,3-dioxo-2,3-dihydropyrrolo[3,4-c]carbazol-6 (1H)-yl)propanenitrile

생성물 1

HCID 248846973-(4-(2-Chlorophenyl)-9-hydroxy-1,3-dioxo-2,3-dihydropyrrolo[3,4-c]carbazol-6(1H)-yl)propanenitrile수율 89.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Demethylation of nitrile (237) (0.15 g, 0.35 mmol) prepared as described in example 97 employing The procedure described in example 80, followed by trituration from methanol, gave phenol (238) (0.13 g, 89%) as an orange/yellow powder, mp 332–336° C. 1H NMR δ [(CD3)2SO] 11.10 (br s, 1H), 9.42 (br s, 1H), 8.39 (d, J=2.4 Hz, 1H), 7.96 (s, 1H), 7.69 (d, J=8.8 Hz, 1H), 7.58 (m, 1H), 7.48 (m, 3H), 7.15 (dd, J=8.8, 2.4 Hz, 1H), 4.82 (t, J=6.7 Hz, 2H), 3.02 (t, J=6.7 Hz, 2H). Found: C, 66.24; H, 3.66; N, 9.93. C23H14ClN3O3 requires: C, 66.43; H, 3.39; N, 10.10.

출처 및 근거

ORD 기록
ord-ac8cb47f4c114e919ab994028c58afaa
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094798B1

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