Potassium Phosphate, Tribasic → Pyridin-3-ylmethyl{[4-({[6-chloro-3-({[(1,1-dimethylethyl)oxy]carbonyl}amino)pyridin-2-yl]amino}carbonyl)phenyl]methyl}carbamate

HRID 1256658ノート

反応式

HRID 1256658 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][O:8][C:9](=[O:21])[NH:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([NH2:20])=[O:19])=[CH:14][CH:13]=2)[CH:2]=1.CC([N:26]([C:30]1[C:31](Cl)=[N:32][C:33]([Cl:36])=[CH:34][CH:35]=1)[C:27](=[O:29])[O-:28])(C)C.[CH3:38][C:39]1(C)[C:65]2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=C[C:40]1=2.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>O1CCOCC1.C(OCC)(=O)C.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][O:8][C:9](=[O:21])[NH:10][CH2:11][C:12]2[CH:13]=[CH:14][C:15]([C:18]([NH:20][C:31]3[C:30]([NH:26][C:27]([O:28][C:39]([CH3:65])([CH3:40])[CH3:38])=[O:29])=[CH:35][CH:34]=[C:33]([Cl:36])[N:32]=3)=[O:19])=[CH:16][CH:17]=2)[CH:2]=1

参加物

8

反応物 4

HCID 62657Potassium Phosphate, TribasicHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 57745589HCID 57745589、化合物HCID 1317306211,1-Dimethylethyl(2,6-dichloropyridin-3-yl)carbamate

生成物 1

HCID 59627859Pyridin-3-ylmethyl{[4-({[6-chloro-3-({[(1,1-dimethylethyl)oxy]carbonyl}amino)pyridin-2-yl]amino}carbonyl)phenyl]methyl}carbamate

試薬・触媒・溶媒 3

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

A solution of pyridin-3-ylmethyl{[4-(aminocarbonyl)phenyl]methyl}carbamate (0.2 g, 0.70 mmol), 1,1-dimethylethyl(2,6-dichloropyridin-3-yl)carbamate (0.18 g, 0.70 mmol), Pd2(dba)3 (32 mg, 0.035 mmol), Xantphos (41 mg, 0.07 mmol) and K3PO4 (0.45 g, 2.1 mmol) in dioxane (3 mL) was degassed with nitrogen, sealed and heated to 100° C. for 14 hours. The reaction was diluted with ethyl acetate (50 mL), filtered through Celite and evaporated in vacuo. Purification by flash chromatography (0-3% methanol/DCM) gave pyridin-3-ylmethyl{[4-({[6-chloro-3-({[(1,1-dimethylethyl)oxy]carbonyl}amino)pyridin-2-yl]amino}carbonyl)phenyl]methyl}carbamate. MS: cal'd 512 (MH+), exp 512 (MH+).

後処理

  1. customsealed
  2. filtrationfiltered through Celite
  3. customevaporated in vacuo
  4. customPurification by flash chromatography (0-3% methanol/DCM)

出典と根拠

ORDレコード
ord-a860497769c34f648926b060c6442e18
出典データセット
uspto-grants-2013_06
特許番号
US08461189B2

反応ノート

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