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

HRID 1246270노트

반응식

HRID 1246270 반응식
[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]

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 713105441,1'-Bis(di-tert-butylphosphino)ferrocene촉매HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
130 °C

실험 절차

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.

후처리

  1. customwas purged with argon

출처 및 근거

ORD 기록
ord-d72da3e530c4440cb09ec55945308d67
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07126009B2

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