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Chloroacetone → N-(3-(benzyloxy)-5-bromopyrazin-2-yl)-4-methylthiazol-2-amine

HRID 1426101
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HRID 1426101 반응식
[CH2:1]([O:8][C:9]1[C:10]([NH:16][C:17]([NH2:19])=[S:18])=[N:11][CH:12]=[C:13]([Br:15])[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH2:21][C:22](=O)[CH3:23].C(N(CC)CC)C>C(O)C>[CH2:1]([O:8][C:9]1[C:10]([NH:16][C:17]2[S:18][CH:21]=[C:22]([CH3:23])[N:19]=2)=[N:11][CH:12]=[C:13]([Br:15])[N:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

5

반응물 3

HCID 6571ChloroacetoneHCID 8471TriethylamineHCID 866396551-(3-(Benzyloxy)-5-bromopyrazin-2-yl)thiourea

생성물 1

HCID 59225649N-(3-(benzyloxy)-5-bromopyrazin-2-yl)-4-methylthiazol-2-amine수율 31%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Following the method of Example 1, Step D, 1-(3-(benzyloxy)-5-bromopyrazin-2-yl)thiourea (952 mg, 2.81 mmol), 1-chloropropan-2-one (364 mg, 3.93 mmol) and triethylamine (0.655 mL, 4.77 mmol) were reacted in ethanol (10 mL) to provide N-(3-(benzyloxy)-5-bromopyrazin-2-yl)-4-methylthiazol-2-amine (325 mg, 31%) as a light tan powder. 1H NMR (d6-DMSO) δ 8.01 (s, 1H), 7.57 (d, 2H), 7.35-7.43 (m, 3H), 6.62 (s, 1H), 5.42 (s, 2H), 2.32 (s, 3H). Mass spectrum (apci) m/z=377 (100), 379 (97) (M+H).

출처 및 근거

ORD 기록
ord-72a537b79f4b40efa9bddf657049d96d
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08933077B2

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