Cesium carbonate → 4-[4-((1R,2R)-1-acetylamino-indan-2-yloxy)-5-trifluoromethyl-pyrimidin-2-ylamino]-3-methoxy-N-(1-methyl-piperidin-4-yl)-benzamide

HRID 1258174노트

반응식

HRID 1258174 반응식
[OH:1][C@@H:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@H:3]1[NH:11][C:12](=[O:14])[CH3:13].Cl[C:16]1[C:21]([C:22]([F:25])([F:24])[F:23])=[CH:20][N:19]=[C:18]([NH:26][C:27]2[CH:42]=[CH:41][C:30]([C:31]([NH:33][CH:34]3[CH2:39][CH2:38][N:37]([CH3:40])[CH2:36][CH2:35]3)=[O:32])=[CH:29][C:28]=2[O:43][CH3:44])[N:17]=1.C([O-])([O-])=O.[Cs+].[Cs+].[O-]S([O-])(=O)=O.[Mg+2]>O1CCOCC1>[C:12]([NH:11][C@@H:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:10][C@H:2]1[O:1][C:20]1[C:21]([C:22]([F:23])([F:25])[F:24])=[CH:16][N:17]=[C:18]([NH:26][C:27]2[CH:42]=[CH:41][C:30]([C:31]([NH:33][CH:34]3[CH2:35][CH2:36][N:37]([CH3:40])[CH2:38][CH2:39]3)=[O:32])=[CH:29][C:28]=2[O:43][CH3:44])[N:19]=1)(=[O:14])[CH3:13]

참가 물질

6

반응물 4

HCID 10796Cesium carbonateHCID 24083Sulfuric acid magnesium salt (1:1)HCID 15760043trans-1-Acetamido-2-indanolHCID 582009164-(4-chloro-5-trifluoromethyl-pyrimidin-2-ylamino)-3-methoxy-N-(1-methyl-piperidin-4-yl)-benzamide

생성물 1

HCID 584508914-[4-((1R,2R)-1-acetylamino-indan-2-yloxy)-5-trifluoromethyl-pyrimidin-2-ylamino]-3-methoxy-N-(1-methyl-piperidin-4-yl)-benzamide

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

N-((1R,2R)-2-hydroxy-indan-1-yl)-acetamide (43 mg) and 4-(4-chloro-5-trifluoromethyl-pyrimidin-2-ylamino)-3-methoxy-N-(1-methyl-piperidin-4-yl)-benzamide (50 mg) are suspended in 0.70 mL dioxane, mixed with Cs2CO3 (184 mg) and some MgSO4 and stirred overnight at 85° C. The reaction mixture is allowed to cool to RT and the solvent is eliminated using the rotary evaporator. The residue is taken up in MeOH and purified by preparative HPLC. The product-containing fractions are freeze-dried.

후처리

  1. customthe rotary evaporator
  2. custompurified by preparative HPLC
  3. customThe product-containing fractions are freeze-dried

출처 및 근거

ORD 기록
ord-d380c514ca2b4184b428b80d2e8d96ca
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466155B2

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