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Hydrochloric Acid → Hydrochloric Acid

HRID 2409559
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HRID 2409559 반응식
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([C:20]([F:23])([F:22])[F:21])=[CH:18][C:17]([C:24]3[N:31]4[C:27]([S:28][C:29]([C:32]5[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[C:34]([O:40][CH3:41])[CH:33]=5)=[N:30]4)=[N:26][CH:25]=3)=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:42]>O1CCOCC1>[CH3:41][O:40][C:34]1[CH:33]=[C:32]([C:29]2[S:28][C:27]3=[N:26][CH:25]=[C:24]([C:17]4[CH:16]=[N:15][C:14]([N:11]5[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]5)=[C:19]([C:20]([F:22])([F:23])[F:21])[CH:18]=4)[N:31]3[N:30]=2)[CH:37]=[CH:36][C:35]=1[O:38][CH3:39].[ClH:42]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 672838244-{5-[2-(3,4-Dimethoxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazol-5-yl]-3-trifluoromethyl-pyridin-2-yl}-piperazine-1-carboxylic acid tert-butyl ester

생성물 2

HCID 313Hydrochloric Acid수율 100%HCID 667169522-(3,4-Dimethoxy-phenyl)-5-(6-piperazin-1-yl-5-trifluoromethyl-pyridin-3-yl)-imidazo[2,1-b][1,3,4]thiadiazole

시약·촉매·용매 1

HCID 31275
1,4-Dioxane
용매
2회

실험 절차

To a solution of 4-{5-[2-(3,4-Dimethoxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazol-5-yl]-3-trifluoromethyl-pyridin-2-yl}-piperazine-1-carboxylic acid tert-butyl ester (0.15 g, 0.254 mmol, 1 eq) in dioxane (4 mL) was added an excess of 4M HCl in dioxane (20 eq) at 0° C. The reaction was allowed to warm to rt and it was stirred for 6.5 h. Solvents were removed under reduced pressure to afford the desired product as HCl salt (146 mg, 100%). HPLC-MS: (5-40% B in 8 min, 0.8 mL/min, 50° C.): tR=5.65 min and 5.96 min, [M+H]+ m/z 491.2; 1H NMR (300 MHz, DMSO) δ 9.24 (d, J=1.9 Hz, 1H), 8.77 (d, J=2.1 Hz, 1H), 8.03 (s, 1H), 7.56 (dd, J=8.4, 1.9 Hz, 1H), 7.50 (d, J=1.9 Hz, 1H), 7.19 (d, J=8.5 Hz, 1H), 3.88 (s, 3H), 3.85 (s, 3H), 3.45 (m, 4H), 3.24 (m, 4H).

후처리

  1. customSolvents were removed under reduced pressure

출처 및 근거

ORD 기록
ord-3ebf27c0f195479c8bb7468fe9d58151
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08815918B2

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