2-chloro-1H-indole-3-carbaldehyde → 2-chloro-1-(4-vinylphenyl)-1H-indole-3-carboxaldehyde

반응식

[Cl:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2.[CH:13]([C:15]1[CH:20]=[CH:19][C:18](B(O)O)=[CH:17][CH:16]=1)=[CH2:14]>>[Cl:1][C:2]1[N:3]([C:18]2[CH:19]=[CH:20][C:15]([CH:13]=[CH2:14])=[CH:16][CH:17]=2)[C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2

참가 물질

반응물 2

HCID 3147912-chloro-1H-indole-3-carbaldehyde

HCID 27343934-Vinylphenylboronic acid

생성물 1

HCID 860359372-chloro-1-(4-vinylphenyl)-1H-indole-3-carboxaldehyde수율 28%

실험 절차

2-Chloro-1H-indole-3-carboxaldehyde is reacted with 4-vinylphenylboronic acid as described in step 1 of Example 29 to afford 2-chloro-1-(4-vinylphenyl)-1H-indole-3-carboxaldehyde (28% yield) as a off white solid. ESI/MS 282 (M+H); RT=3.59 min; NMR 10.22 (1H, s); 8.36 (1H, d, J=6 Hz); 7.65 (2H, d); 7.37 (5H, m); 6.87 (1H, dd); 5.92 (1H, d, J=18 Hz); 5.45 (1H, d, J=12 Hz).

출처 및 근거

ORD 기록: ord-6446a791853f4b94ae740ec2323df125
출처 데이터셋: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08008491B2

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