Potassium Carbonate → 3-cyclopentyl-1-methyl-2-pyridin-2-yl-1H-indole-6-carboxylic acid methyl ester

HRID 2217771ノート

反応式

HRID 2217771 の反応式
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7](Cl)=[C:6]([NH2:11])[CH:5]=1.[CH:13]1([C:18]#[C:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[CH2:17][CH2:16][CH2:15][CH2:14]1.[C:26]([O-])([O-])=O.[K+].[K+]>CC([O-])=O.CC([O-])=O.[Pd+2].CC(P(C(C)(C)C)C1[CH-]C=CC=1)(C)C.CC(P(C(C)(C)C)C1[CH-]C=CC=1)(C)C.[Fe+2].CN1C(=O)CCC1>[CH3:1][O:2][C:3]([C:4]1[CH:5]=[C:6]2[C:7]([C:18]([CH:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)[N:11]2[CH3:26])=[CH:8][CH:9]=1)=[O:12]

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 593055Methyl 3-Amino-4-chlorobenzoateHCID 219166132-(Cyclopentylethynyl)pyridine

生成物 1

HCID 587209163-cyclopentyl-1-methyl-2-pyridin-2-yl-1H-indole-6-carboxylic acid methyl ester

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 713105441,1'-Bis(di-tert-butylphosphino)ferrocene触媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
130 °C

実験手順

A 100 mL three neck flask equipped with a thermocouple, condenser and stir bar was purged with argon. 3-Amino-4-chlorobenzoic acid methyl ester (5.0 g, 26.94 mmol), 2-cyclopentylethynyl-pyridine (5.528 g, 32.33 mmol), Pd(OAc)2 (181 mg, 0.81 mmol), DtBPF (767 mg, 1.62 mmol), K2CO3 (9.29 g, 67.35 mmol) and NMP (25 mL) were then charged. The reaction was heated to 130° C. and monitored by HPLC. The reaction was complete after 6 hours.

後処理

  1. customwas purged with argon

出典と根拠

ORDレコード
ord-317eb09d561540c498635d25d42fc5a2
出典データセット
uspto-grants-2008_08
特許番号
US07408076B2

反応ノート

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