2-Aminothiazole → HCID 59408784、化合物

HRID 1188127ノート

反応式

HRID 1188127 の反応式
[CH3:1][N:2]([CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][O:11]1)[C:3]1[S:4][C:5]([CH:8]=O)=[CH:6][N:7]=1.[NH2:16][C:17]1[S:18][CH:19]=[CH:20][N:21]=1.[BH4-].[Na+]>C1(C)C=CC=CC=1.CCO>[CH3:1][N:2]([CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][O:11]1)[C:3]1[S:4][C:5]([CH2:8][NH:16][C:17]2[S:18][CH:19]=[CH:20][N:21]=2)=[CH:6][N:7]=1

参加物

6

反応物 3

HCID 21552-AminothiazoleHCID 4311764Sodium borohydrideHCID 59408736HCID 59408736、化合物

生成物 1

HCID 59408784HCID 59408784、化合物収率 17%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 1140Toluene溶媒

実験手順

A solution of 2-(methyl(tetrahydro-2H-pyran-2-yl)amino)thiazole-5-carbaldehyde (250 mg, 1.10 mmol) and 2-aminothiazole (110 mg, 1.10 mmol) in toluene (11 mL) and molecular sieves 3 Å were stirred at reflux overnight. The strongly yellow solution of the corresponding imine was then poured over NaBH4 (212 mg, 5.61 mmol) in hot EtOH (80 mL). The colorless solution was filtered, concentrated and purified by column chromatography yielding N-methyl-N-(tetrahydro-2H-pyran-2-yl)-5-((thiazol-2-ylamino)methyl)thiazol-2-amine (50 mg, 17%) as a solid.

後処理

  1. temperatureat reflux overnight
  2. filtrationThe colorless solution was filtered
  3. concentrationconcentrated
  4. custompurified by column chromatography

出典と根拠

ORDレコード
ord-50a0e5ad13404172a0fc839a301c4695
出典データセット
uspto-grants-2014_03
特許番号
US08673940B2

反応ノート

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