4'-Bromoacetanilide → 5-(4-Acetamidophenyl)-3-(1-Methylpiperidin-4-yl)-1H-Indole

HRID 278019

反応式

HRID 278019 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14](B(O)O)[CH:15]=3)[NH:10][CH:9]=2)[CH2:4][CH2:3]1.Br[C:21]1[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:30])[CH3:29])=[CH:23][CH:22]=1.C(=O)([O-])[O-].[Na+].[Na+]>O1CCCC1.CO.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:28]([NH:27][C:24]1[CH:25]=[CH:26][C:21]([C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][CH:13]=2)[NH:10][CH:9]=[C:8]3[CH:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)=[CH:22][CH:23]=1)(=[O:30])[CH3:29]

参加物

6

反応物 3

HCID 76834'-BromoacetanilideHCID 10340Sodium CarbonateHCID 120418133-(1-Methylpiperidin-4-yl)-1H-Indole-5-Boronic Acid

生成物 1

HCID 98412175-(4-Acetamidophenyl)-3-(1-Methylpiperidin-4-yl)-1H-Indole収率 40%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 21899815MeOH tetrahydrofuran溶媒

実験手順

The title compound was prepared by the procedure of Example 10, beginning with 3-(1-methylpiperidin-4-yl)-1H-indole-5-boronic acid (0.200 g, 0.77 mmol), 1-bromo-4-acetamidobenzene (0.158 g, 0.74 mmol), tetrakis(triphenylphosphine)palladium(0) (0.045 g, 0.039 mmol), and 2M aqueous sodium carbonate solution (2 mL) in 15 mL of tetrahydrofuran:methanol (1:1) to give the title compound (0.101 g, 40%) as an amorphous solid. FDMS m/e=348 (M+). EA calculated for C22H25N3O.¼ H2O: C, 75.07; H, 7.16; N, 11.94. Found: C, 74.94; H, 7.00; N, 11.61.

後処理

  1. customThe title compound was prepared by the procedure of Example 10

出典と根拠

ORDレコード
ord-624701e25cba4eb5b8b9682cd77cd03c
出典データセット
uspto-grants-2002_03
特許番号
US06358972B1

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