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Diisopropylethylamine → tert-butyl rel-{(3S,4S)-3-[(5-bromo-6-cyanopyridin-3-yl)amino]-1,1-dioxidotetrahydro-2H-thiopyran-4-yl}carbamate

HRID 1504895
ノート
印刷プレビュー

反応式

HRID 1504895 の反応式
CCN(C(C)C)C(C)C.[Br:10][C:11]1[C:12]([C:18]#[N:19])=[N:13][CH:14]=[C:15](F)[CH:16]=1.[NH2:20][C@H:21]1[C@@H:26]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH2:25][CH2:24][S:23](=[O:36])(=[O:35])[CH2:22]1>CN1C(=O)CCC1.O>[Br:10][C:11]1[CH:16]=[C:15]([NH:20][C@H:21]2[C@@H:26]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:32])([CH3:33])[CH3:31])[CH2:25][CH2:24][S:23](=[O:36])(=[O:35])[CH2:22]2)[CH:14]=[N:13][C:12]=1[C:18]#[N:19]
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

6

反応物 3

HCID 81531DiisopropylethylamineHCID 469414773-Bromo-5-fluoropicolinonitrileHCID 59676894tert-Butyl ((3S,4S)-3-amino-1,1-dioxidotetrahydro-2H-thiopyran-4-yl)carbamate

生成物 1

HCID 90354174tert-butyl rel-{(3S,4S)-3-[(5-bromo-6-cyanopyridin-3-yl)amino]-1,1-dioxidotetrahydro-2H-thiopyran-4-yl}carbamate

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
150 °C

実験手順

A mixture of Hunig's base (2.69 ml, 15.4 mmol), 3-bromo-5-fluoropyridine-2-carbonitrile (1.55 g, 7.69 mmol), tert-butyl rel-[(3S,4S)-3-amino-1,1-dioxidotetrahydro-2H-thiopyran-4-yl]carbamate (2.51 g, 9.50 mmol) in NMP (8 ml) was heated to 150° C. for 30 minutes. The reaction mixture was diluted with water (50 mL) and stirred. The reaction mixture was filtered, and the collected solids were washed with cold water. The solids were dried under reduced pressure to afford tert-butyl rel-{(3S,4S)-3-[(5-bromo-6-cyanopyridin-3-yl)amino]-1,1-dioxidotetrahydro-2H-thiopyran-4-yl}carbamate. MS ESI calc'd. for C16H22BrN4O4S [M+H]+ 445 and 447. found 445 and 447.

後処理

  1. filtrationThe reaction mixture was filtered
  2. washthe collected solids were washed with cold water
  3. customThe solids were dried under reduced pressure

出典と根拠

ORDレコード
ord-127668054cb3498eb09432aeb506468d
出典データセット
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09216173B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート