Cesium carbonate → Isoquinolin-3-yl-(4-pyrrolidin-1-ylmethyl-pyridin-2-yl)-amine

HRID 1257118

反応式

HRID 1257118 の反応式
Cl[C:2]1[CH:7]=[C:6]([CH2:8][N:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:4][N:3]=1.[CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[C:16]([NH2:24])[N:15]=1.C(=O)([O-])[O-].[Cs+].[Cs+].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2>C1(C)C=CC=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.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[C:16]([NH:24][C:2]2[CH:7]=[C:6]([CH2:8][N:9]3[CH2:13][CH2:12][CH2:11][CH2:10]3)[CH:5]=[CH:4][N:3]=2)[N:15]=1

参加物

7

反応物 4

HCID 10796Cesium carbonateHCID 311869Isoquinolin-3-AmineHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 581138712-Chloro-4-(pyrrolidin-1-ylmethyl)pyridine

生成物 1

HCID 44612346Isoquinolin-3-yl-(4-pyrrolidin-1-ylmethyl-pyridin-2-yl)-amine

試薬・触媒・溶媒 2

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

2-Chloro-4-pyrrolidin-1-ylmethyl-pyridine (1 eq), isoquinoline-3-ylamine (1 eq), 2.0 eq. of caesium carbonate, 10% (mol) Xantphos and 10% (mol) of Pd2(dba)3 were mixed in toluene (3 ml). The reaction mixture was degassed for three times and then warmed to 100° C. overnight. The reaction mixture was cooled, concentrated and purified by column chromatography eluting 0-10% sat. NH3/MeOH and DCM to afford the title compound.

後処理

  1. customThe reaction mixture was degassed for three times
  2. temperatureThe reaction mixture was cooled
  3. concentrationconcentrated
  4. custompurified by column chromatography
  5. washeluting 0-10% sat. NH3/MeOH and DCM

出典と根拠

ORDレコード
ord-2ef670a2f98b4f4fa6a72814d3128f0a
出典データセット
uspto-grants-2013_06
特許番号
US08461339B2

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