3,4,5-Trimethoxyaniline → 9-(3,4,5-Trimethoxyphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

HRID 62110

반응식

HRID 62110 반응식
[C:1]([C:3]1[S:4][C:5]2[C:11]([C:12]#[N:13])=[C:10](/[N:14]=[CH:15]/[N:16](C)C)[CH:9]=[CH:8][C:6]=2[N:7]=1)#[N:2].[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:25]=[C:26]([O:30][CH3:31])[C:27]=1[O:28][CH3:29])N.[K+].[Br-]>C(Cl)Cl.CCOC(C)=O>[CH3:31][O:30][C:26]1[CH:25]=[C:23]([NH:13][C:12]2[C:11]3[C:10](=[CH:9][CH:8]=[C:6]4[N:7]=[C:3]([C:1]#[N:2])[S:4][C:5]4=3)[N:14]=[CH:15][N:16]=2)[CH:22]=[C:21]([O:20][CH3:19])[C:27]=1[O:28][CH3:29]

참가 물질

5

반응물 3

HCID 322853,4,5-TrimethoxyanilineHCID 253877Potassium BromideHCID 178484237HCID 178484237, 화합물

생성물 1

HCID 712778149-(3,4,5-Trimethoxyphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile수율 94%

시약·촉매·용매 1

HCID 21226138Dichloromethane ethylacetate용매

실험 절차

Prepared from VII and 3,4,5-trimethoxyaniline. Flash chromatography eluent (DCM-EtOAc, 5:5). Yield: 94%; pale yellow solid, mp 230° C.; IR (KBr) νmax/cm−1 3255, 3089, 3001, 2947, 2837, 2230, 1735, 1637, 1613, 1581, 1498, 1458, 1412, 1381, 1352, 1307, 1270, 1229, 1193, 1165, 1122, 1037, 1002, 991, 970, 952, 852, 830; 1H NMR (300 MHz, DMSO-d6) δ 8.51 (d, 1H, J=9.0 Hz), 8.05 (s, 1H), 7.80 (d, 1H, J=9.0 Hz), 6.46 (s, 2H), 3.77 (s, 6H), 3.67 (s, 3H); HRMS calcd for C19H16N5O3S (M+H+): 394.0974, found 394.0987.

출처 및 근거

ORD 기록
ord-0e8f9e87300b45a38d39e55d45eddd61
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09446044B2

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