3-Chloro-4-fluoroaniline → 9-(3-Chloro-4-fluorophenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

HRID 62106노트

반응식

HRID 62106 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].[Cl:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][C:26]=1[F:27])N.[K+].[Br-]>C(Cl)Cl.CCOC(C)=O>[Cl:19][C:20]1[CH:21]=[C:22]([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:24]=[CH:25][C:26]=1[F:27]

참가 물질

5

반응물 3

HCID 97083-Chloro-4-fluoroanilineHCID 253877Potassium BromideHCID 178484237HCID 178484237, 화합물

생성물 1

HCID 712778169-(3-Chloro-4-fluorophenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile수율 64%

시약·촉매·용매 1

HCID 21226138Dichloromethane ethylacetate용매

실험 절차

Prepared from VII and 3-chloro-4-fluoroaniline. Flash chromatography eluent (DCM-EtOAc, 8:2). Yield: 64%; yellow solid; mp 252° C.; IR (KBr) νmax/cm−1 3456, 3015, 2970, 2946, 2229, 1642, 1441, 1153, 1129, 1051, 968, 903, 817, 774, 695; 19F NMR (282 MHz, DMSO-d6) δ −123.8; 1H NMR (300 MHz, DMSO-d6) δ 8.43 (d, 1H, J=9.0 Hz), 8.30 (s, 1H), 7.62 (m, 2H), 7.34 (m, 2H); HRMS calcd for C16H7N5SClF (M+H+): 356.0156, found 356.0167.

출처 및 근거

ORD 기록
ord-fb647c98bcfa4087a2d33e9363b996e7
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09446044B2

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