Oxalyl chloride → N-(4-(tert-Butylamino)quinazolin-8-yl)-2,6-dimethyl-3-(pivalamidomethyl)benzamide

HRID 1469854노트

반응식

HRID 1469854 반응식
[C:1]([NH:5][C:6]1[C:15]2[C:10](=[C:11]([NH2:16])[CH:12]=[CH:13][CH:14]=2)[N:9]=[CH:8][N:7]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:17][C:18]1[C:26]([CH2:27][NH:28][C:29](=[O:34])[C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:25][CH:24]=[C:23]([CH3:35])[C:19]=1[C:20](O)=[O:21].C(Cl)(=O)C(Cl)=O.CCN(C(C)C)C(C)C>CN(C=O)C.C(Cl)Cl>[C:1]([NH:5][C:6]1[C:15]2[C:10](=[C:11]([NH:16][C:20](=[O:21])[C:19]3[C:23]([CH3:35])=[CH:24][CH:25]=[C:26]([CH2:27][NH:28][C:29](=[O:34])[C:30]([CH3:31])([CH3:32])[CH3:33])[C:18]=3[CH3:17])[CH:12]=[CH:13][CH:14]=2)[N:9]=[CH:8][N:7]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

7

반응물 4

HCID 65578Oxalyl chlorideHCID 81531DiisopropylethylamineHCID 715158002,6-Dimethyl-3-(pivalamidomethyl)benzoic acidHCID 86692301N4-(tert-butyl)quinazoline-4,8-diamine

생성물 1

HCID 71680055N-(4-(tert-Butylamino)quinazolin-8-yl)-2,6-dimethyl-3-(pivalamidomethyl)benzamide수율 5.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6344Dichloromethane용매

실험 절차

The title compound was prepared following the procedure described in Example-1 using N4-(tert-butyl)quinazoline-4,8-diamine (Intermediate-55, 275 mg, 1.27 mmol), 2,6-dimethyl-3-(pivalamidomethyl)benzoic acid (Intermediate-4, 401 mg, 1.52 mmol), oxalyl chloride (230 mg, 1.82 mmol), DMF (1 drop) and DIPEA (392 mg, 3.04 mmol) in CH2Cl2 (10 mL) to afford 30 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 9.68 (s, 1H), 8.70-8.67 (d, J=7.8 Hz, 1H), 8.44 (s, 1H), 8.13-8.10 (d, J=8.4 Hz, 1H), 7.94 (t, 1H), 7.49-7.43 (m, 2H), 7.13-7.11 (m, 2H), 4.23 (d, 2H), 2.24 (s, 3H), 2.21 (s, 3H), 1.52 (s, 9H), 1.12 (s, 9H); MS [M+H]+: 462.44.

후처리

  1. customThe title compound was prepared

출처 및 근거

ORD 기록
ord-2e11993484e645a89737fe1933de86b6
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006257B2

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