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Malononitrile → 2-Amino-4-(3-bromo-4,5-dimethoxyphenyl)-3-cyano-7-hydroxymethyl-4H-pyrrolo[2,3-h]chromene

HRID 490820
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HRID 490820 반응식
[NH2:1][C:2]1[O:3][C:4]2[C:9]([C:10](C)([C:14]3[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([Br:24])[CH:15]=3)[C:11]=1[C:12]#[N:13])=[CH:8][CH:7]=[C:6]1[N:26](O)[CH:27]=[CH:28][C:5]=21.[OH:30][CH2:31]N1C2C(=C(O)C=CC=2)C=C1.BrC1C(OC)=C(OC)C=C(C=1)C=O.C(#N)CC#N.N1CCCCC1>>[NH2:1][C:2]1[O:3][C:4]2[C:9]([CH:10]([C:14]3[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([Br:24])[CH:15]=3)[C:11]=1[C:12]#[N:13])=[CH:8][CH:7]=[C:6]1[N:26]([CH2:31][OH:30])[CH:27]=[CH:28][C:5]=21
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HCID 8010MalononitrileHCID 8082PiperidineHCID 813793-Bromo-4,5-dimethoxybenzaldehydeHCID 247769031-(Hydroxymethyl)-1H-indol-4-olHCID 690055912-Amino-4-(3-bromo-4,5-dimethoxyphenyl)-3-cyano-7-hydroxy-methyl-4H-pyrrolo[2,3-h]chromene

생성물 1

HCID 11753788
2-Amino-4-(3-bromo-4,5-dimethoxyphenyl)-3-cyano-7-hydroxymethyl-4H-pyrrolo[2,3-h]chromene

실험 절차

2-Amino-4-(3-bromo-4,5-dimethoxyphenyl)-3-cyano-7-hydroxy-methyl-4H-pyrrolo[2,3-h]chromene: The title compound was prepared from 1-hydroxymethyl-4-hydroxy-indole (550 mg, 3.37 mmol), 5-bromoveratraldehyde (826 mg, 3.37 mmol), malononitrile (222 mg, 3.37 mmol) and piperidine (0.17 mL, 1.7 mmol), similar to Example 16, to yield 1.15 g (75%) of a white solid. 1H NMR (CDCl3): 7.22-7.18 (m, 2H), 6.90 (d, J=1.8 Hz, 1H), 6.81 (d, J=8.4 Hz, 1H), 6.75 (d, J=1.8 Hz, 1H), 6.64 (d, J=3.3 Hz, 1H), 5.61 (s, 21), 4.77 (s, 1M, 4.70 (brs, 2H), 3.83 (s, 31), 3.82 (s, 3H), 2.47 (brs, 1H).

출처 및 근거

ORD 기록
ord-8b1a251495f345b2b16e5f53de623fff
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07528164B2

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