Potassium Carbonate → HCID 22144506、化合物

HRID 1824802ノート

反応式

HRID 1824802 の反応式
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]2[N:7]=[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[C:11]=3Br)[S:9][C:5]=2[CH:4]=1.[C:21](=O)([O-])[O-].[K+].[K+].CB(O)O>C1(C)C=CC=CC=1.C(OC(=O)C)C.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>[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]2[N:7]=[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[C:11]=3[CH3:21])[S:9][C:5]=2[CH:4]=1

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 139377Methylboronic AcidHCID 22144554HCID 22144554、化合物

生成物 1

HCID 22144506HCID 22144506、化合物収率 63.2%

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

To a solution of 6-methoxy-2-(2-bromo-3-methoxy-phenyl)-benzothiazole (0.128, 0.366 mmol) in dry toluene (4 mL) was added potassium carbonate (0.404 g, 2.92 mmol), methylboronic acid (88 mg, 1.47 mmol) and tetrakis(triphenylphosphine)palladium (42 mg, 0.036 mmol). The mixture was heated to 100° C. for 3 h, then cooled to room temperature. The mixture was diluted with ethylacetate and washed with water, saturated sodium carbonate and brine. After chromatographic purification gave 6-methoxy-2-(2-methyl-3-methoxy-phenyl)-benzothiazole (66 mg, 63% yield) as a white solid. Mass spec: MH+=286.

後処理

  1. temperaturecooled to room temperature
  2. washwashed with water, saturated sodium carbonate and brine
  3. customAfter chromatographic purification

出典と根拠

ORDレコード
ord-af01ebad47284611a502657edd4f8ff8
出典データセット
uspto-grants-2006_05
特許番号
US07045539B2

反応ノート

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