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 1258174ノート

反応式

HRID 1258174 の反応式
[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]

参加物

6

反応物 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

生成物 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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-d380c514ca2b4184b428b80d2e8d96ca
出典データセット
uspto-grants-2013_06
特許番号
US08466155B2

反応ノート

読み込み中…