Hydrochloric Acid → HCID 59415756, 화합물

HRID 2061881노트

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[CH2:1]([NH:3][C:4](=[O:24])[NH:5][C:6]1[N:11]=[CH:10][C:9](B(O)O)=[C:8]([C:15]2[S:16][CH:17]=[C:18]([C:20]([F:23])([F:22])[F:21])[N:19]=2)[CH:7]=1)[CH3:2].C(NC(NC1C=C(C2SC=C(C(F)(F)F)N=2)C(B2OC(C)(C)C(C)(C)O2)=CN=1)=O)C.[F:55][C:56]1[CH:64]=[CH:63][C:62](I)=[CH:61][C:57]=1[C:58]([OH:60])=[O:59].C(=O)([O-])[O-].[Cs+].[Cs+].Cl>O1CCOCC1.O.CCOC(C)=O>[CH2:1]([NH:3][C:4](=[O:24])[NH:5][C:6]1[N:11]=[CH:10][C:9]([C:62]2[CH:63]=[CH:64][C:56]([F:55])=[C:57]([CH:61]=2)[C:58]([OH:60])=[O:59])=[C:8]([C:15]2[S:16][CH:17]=[C:18]([C:20]([F:23])([F:22])[F:21])[N:19]=2)[CH:7]=1)[CH3:2]

참가 물질

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온도: 0 °C

실험 절차

6-(3-ethylureido)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-3-ylboronic acid (Intermediate 17, 0.261 g, 0.72 mmol, Intermediate 17) and 2-fluoro-5-iodobenzoic acid (0.175 g, 0.66 mmol, aldrich) were combined in dioxane (1 ml). A solution of cesium carbonate (0.364 g, 1.12 mmol) in water (0.658 ml) was added followed by tetrakis(triphenylphosine)palladium(0) (0.076 g, 0.07 mmol, strem) and additional dioxane (2.63 ml). The flask was placed in an oil bath preheated to 100° C. and was heated for 1h., then cooled to 0° C. and 1 N HCl was added until the pH was ˜3. EtOAc (5 ml) was added and a solid crashed out and was collected by filtration and washed with EtOAc, then dried to give a grey solid 5-(6-(3-ethylureido)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-3-yl)-2-fluorobenzoic acid (0.180 g, 60.2%).

후처리

customThe flask was placed in an oil bath
custompreheated to 100° C.
temperaturewas heated for 1h.
filtrationwas collected by filtration
washwashed with EtOAc
customdried

출처 및 근거

ORD 기록: ord-4264cf7a6a7e42d8ace2a649e5339d9d
출처 데이터셋: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08283361B2

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참가 물질

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생성물 1

시약·촉매·용매 3

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