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

HRID 62124

반응식

HRID 62124 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:28][CH3:29])[CH:27]=1)N.[K+].[Br-]>C(Cl)Cl.CCOC(C)=O>[CH3:19][O:20][C:21]1[CH:22]=[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:25]=[C:26]([O:28][CH3:29])[CH:27]=1

참가 물질

5

반응물 3

HCID 663013,5-DimethoxyanilineHCID 253877Potassium BromideHCID 178484237HCID 178484237, 화합물

생성물 1

HCID 712777699-(3,5-Dimethoxyphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile수율 98%

시약·촉매·용매 1

HCID 21226138Dichloromethane ethylacetate용매

실험 절차

Prepared from VII and 3,5-dimethoxyaniline. Flash chromatography eluent (DCM-EtOAc, 5:5). Yield: 98%; yellow solid; mp 248° C.; IR (KBr) νmax/cm−1 3242, 2940, 2837, 2223, 1711, 1647, 1578, 1455, 1419, 1383, 1357, 1306, 1265, 1205, 1144, 1058, 1046, 968, 943, 917, 833, 806; 1H NMR (300 MHz, DMSO-d6) δ 8.51 (d, 1H, J=9.0 Hz), 8.06 (s, 1H), 7.79 (d, 1H, J=9.0 Hz), 6.31 (m, 3H), 3.74 (s, 6H); HRMS calcd for C18H14N5O2S (M+H+): 364.0868, found 364.0856.

출처 및 근거

ORD 기록
ord-6633b56490f349b0be0f18ec1cd7ca91
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09446044B2

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