Diisopropylethylamine → 8-Bromo-(1,2,4)triazolo(1,5-a)pyridin-2-amine

HRID 472254

反応式

HRID 472254 の反応式
Cl.NO.C([N:7](CC)C(C)C)(C)C.[Br:13][C:14]1[C:15]([NH:20][C:21]([NH:23]C(OCC)=O)=S)=[N:16][CH:17]=[CH:18][CH:19]=1>CO.C(O)C>[Br:13][C:14]1[C:15]2[N:16]([N:7]=[C:21]([NH2:23])[N:20]=2)[CH:17]=[CH:18][CH:19]=1

参加物

6

反応物 3

HCID 81531DiisopropylethylamineHCID 443297Hydroxyamine hydrochlorideHCID 59199107Ethyl aminon-(3-bromopyridin-2-YL)methanethiocarbamate

生成物 1

HCID 468640698-Bromo-(1,2,4)triazolo(1,5-a)pyridin-2-amine

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 887Methanol溶媒

実験手順

To a stirred suspension of hydroxylamine hydrochloride (17.4 g, 25.0 mmol) and N,N-diisopropylethylamine (26.0 mL, 14.9 mmol) in a mixture of methanol (70 mL) and ethanol (70 mL) was added N-(3-bromo-2-pyridinyl)-N′-carboethoxy-thiourea. The mixture was stirred for 2 hours at room temperature then heated to 60° C. for 18 hours. The suspension was cooled to room temperature, filtered and rinsed with methanol, water then methanol. 8-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine was isolated as an off-white solid (8.41 g, 70%). 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 8.58 (d, J=6.4 Hz, 1H), 7.73 (d, J=7.6 Hz, 1H), 6.80 (t, J=7.0 Hz, 1H), 6.25 (s, 2H). MS=213, 215 (MH)+.

後処理

  1. temperaturethen heated to 60° C. for 18 hours
  2. temperatureThe suspension was cooled to room temperature
  3. filtrationfiltered
  4. washrinsed with methanol, water

出典と根拠

ORDレコード
ord-0155977e33124d4ab5b61c2395a3ce80
出典データセット
uspto-grants-2014_01
特許番号
US08633173B2

関連ノート

読み込み中…