Ammonia → Rilpivirine

HRID 2280429ノート

反応式

HRID 2280429 の反応式
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[C:14]([CH3:15])=[CH:13][C:12](/[CH:16]=[CH:17]/[C:18]#[N:19])=[CH:11][C:10]=2[CH3:20])[CH:5]=[CH:4][N:3]=1.[NH2:21][C:22]1[CH:29]=[CH:28][C:25]([C:26]#[N:27])=[CH:24][CH:23]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.N>C(O)(C)C>[CH3:20][C:10]1[CH:11]=[C:12](/[CH:16]=[CH:17]/[C:18]#[N:19])[CH:13]=[C:14]([CH3:15])[C:9]=1[NH:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:21][C:22]2[CH:23]=[CH:24][C:25]([C:26]#[N:27])=[CH:28][CH:29]=2)[N:7]=1

参加物

6

反応物 4

HCID 222AmmoniaHCID 6101p-Toluenesulfonic acidHCID 133964-AminobenzonitrileHCID 72721606HCID 72721606、化合物

生成物 1

HCID 6451164Rilpivirine収率 77.7%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
82.5 °C

実験手順

To a mixture of (E)-3-(4-(2-chloropyrimidin-4-ylamino)-3,5-dimethylphenyl)acrylonitrile (40 gm), 4-aminobenzonitrile (17 gm), isopropanol (400 ml) and p-toluenesulfonic acid (20 ml) were added at room temperature. The reaction mixture was then heated to 80 to 85° C. and stirred for 4 hours. The reaction mass was then cooled to 0° C. and pH was adjusted to 10 to 11 with aqueous ammonia solution. The separated solid was filtered and then dried to provide 40 gm of rilpivirine.

後処理

  1. additionwere added at room temperature
  2. temperatureThe reaction mass was then cooled to 0° C.
  3. filtrationThe separated solid was filtered
  4. customdried

出典と根拠

ORDレコード
ord-2ae6918ee7b041b9abef86dac4a38581
出典データセット
uspto-grants-2015_09
特許番号
US09139535B2

反応ノート

読み込み中…