Triethylamine → 1-Cyclopentylethyl-6-quinolin-5-YL-1,3-dihydro-imidazo[4,5-B]pyrazin-2-one

HRID 388097노트

반응식

HRID 388097 반응식
[CH:1]1([CH2:6][N:7]2[C:11]3=[N:12][C:13]([C:16]4[CH:25]=[CH:24][CH:23]=[C:22]5[C:17]=4[CH:18]=[CH:19][CH:20]=[N:21]5)=[CH:14][N:15]=[C:10]3[NH:9][C:8]2=[O:26])[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[CH:28]1(CN)CCCC1.C(N(CC)CC)C>C(O)C>[CH:1]1([CH:6]([N:7]2[C:11]3=[N:12][C:13]([C:16]4[CH:25]=[CH:24][CH:23]=[C:22]5[C:17]=4[CH:18]=[CH:19][CH:20]=[N:21]5)=[CH:14][N:15]=[C:10]3[NH:9][C:8]2=[O:26])[CH3:28])[CH2:2][CH2:3][CH2:4][CH2:5]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 18784136Cyclopentylmethanamine hydrochlorideHCID 666996731-Cyclopentylmethyl-6-quinolin-5-yl-1,3-dihydro-imidazo[4,5-b]pyrazin-2-one

생성물 1

HCID 674319981-Cyclopentylethyl-6-quinolin-5-YL-1,3-dihydro-imidazo[4,5-B]pyrazin-2-one수율 36%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-Cyclopentylmethyl-6-quinolin-5-yl-1,3-dihydro-imidazo[4,5-b]pyrazin-2-one. A solution of N-bis-boc-3-bromo-5-(quinoline-5-yl)-pyrazin-2-ylamine (150 mg, 0.29 mmol), cyclopentylmethylamine hydrochloride (268 mg, 2 mmol), and triethylamine in ethanol (4 mL) was reacted and purified according to General Procedure E2 to give 25 mg (36% yield) of white solid. 1H NMR (300 MHz, DMSO-d6) δ 8.96 (dd, J=4.1, 1.6, 1H), 8.54-8.61 (m, 2H), 8.12 (d, J=8.2, 1H), 7.77-7.90 (m, 2H), 7.47-7.59 (m, 2H), 3.11-3.19 (m, 2H), 1.98-2.12 (m, 1H), 1.67-1.77 (m, 2H), 1.49-1.65 (m, 4H), 1.15-1.30 (m, 2H); MS (ESI) m/z 346.4 [M+1]+.

후처리

  1. custompurified

출처 및 근거

ORD 기록
ord-dbd56a38a13d414bb87a91acefd47944
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372976B2

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