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Pyridine → N-(6-Bromo-1-methyl-1H-indazol-4-yl)-2-(chloromethyl)-1,3-thiazole-4-carboxamide

HRID 1695740
ノート
印刷プレビュー

反応式

HRID 1695740 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([NH2:12])[C:5]2[CH:6]=[N:7][N:8]([CH3:11])[C:9]=2[CH:10]=1.N1C=CC=CC=1.Cl[CH2:20][C:21]1[N:22]=[C:23]([C:26]([Cl:28])=O)[S:24][CH:25]=1.C(=O)(O)[O-:30].[Na+]>C(Cl)Cl.O>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][N:8]2[CH3:11])=[C:4]([NH:12][C:20]([C:21]2[N:22]=[C:23]([CH2:26][Cl:28])[S:24][CH:25]=2)=[O:30])[CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 1049PyridineHCID 516892Sodium BicarbonateHCID 106079144-(chloromethyl)-1,3-thiazole-2-carbonyl ChlorideHCID 582557716-Bromo-1-methyl-1h-indazol-4-amine

生成物 1

HCID 58255850N-(6-Bromo-1-methyl-1H-indazol-4-yl)-2-(chloromethyl)-1,3-thiazole-4-carboxamide

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6344Dichloromethane溶媒3 回

反応条件

温度
0 °C

実験手順

6-Bromo-1-methyl-1H-indazol-4-amine (1 g, 4.42 mmol) was dissolved in DCM (DCM) (10 ml) and pyridine (0.429 ml, 5.31 mmol) added. The mixture was cooled to 0° C. in an ice-water bath and 4-(chloromethyl)-1,3-thiazole-2-carbonyl chloride (0.867 g, 4.42 mmol) in DCM (10 ml) was added portionwise over 5 mins. The mixture was stirred for 2 hours and allowed to warm to room temperature. Saturated sodium bicarbonate solution (15 ml) was added and the mixture stirred vigorously for 10 mins. The mixture was diluted with water (50 ml) and DCM (50 ml), but a precipitate was still present. This was collected by filtration, washed with DCM and air dried to afford the title compound as a yellow/brown solid (860 mg).

後処理

  1. temperatureto warm to room temperature
  2. stirringthe mixture stirred vigorously for 10 mins
  3. filtrationThis was collected by filtration
  4. washwashed with DCM and air
  5. customdried

出典と根拠

ORDレコード
ord-a1b85bcd996b4b8b90c3117eef7f7687
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08163743B2

反応ノート

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