HCID 66628311、化合物 → HCID 66628409、化合物

HRID 2200982ノート

反応式

HRID 2200982 の反応式
[C:1]([C:3]1[C@@H:8]([C:9]2[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][CH:10]=2)[N:7]2[N:17]=[C:18]([N:20]([S:31]([CH3:34])(=[O:33])=[O:32])C(=O)OCC3C=CC=CC=3)[N:19]=[C:6]2[N:5]([C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([C:41]([F:44])([F:43])[F:42])[CH:36]=2)[C:4]=1[CH3:45])#[N:2]>CO.[Pd]>[C:1]([C:3]1[C@@H:8]([C:9]2[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][CH:10]=2)[N:7]2[N:17]=[C:18]([NH:20][S:31]([CH3:34])(=[O:33])=[O:32])[N:19]=[C:6]2[N:5]([C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([C:41]([F:44])([F:43])[F:42])[CH:36]=2)[C:4]=1[CH3:45])#[N:2]

参加物

4

反応物 1

HCID 66628311HCID 66628311、化合物

生成物 1

HCID 66628409HCID 66628409、化合物

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

Under an atmosphere of argon protective gas, benzyl {(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-2-yl}(methylsulfonyl)carbamate (16.0 mg, 11 μmol) was dissolved in degassed methanol (2 ml). After addition of a catalytic amount of palladium on activated carbon (10%), the mixture was hydrogenated under a hydrogen atmosphere (˜1 atm) at RT for 0.5 h. The reaction mixture was then filtered, the filtrate was concentrated under reduced pressure and the residue was purified by preparative HPLC (Gromsil C18 column, 30×250 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (8.5 mg, 71% of theory).

後処理

  1. customat RT
  2. customfor 0.5 h
  3. filtrationThe reaction mixture was then filtered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customthe residue was purified by preparative HPLC (Gromsil C18 column, 30×250 mm; mobile phase: acetonitrile-water-0.1% TFA)
  6. customAfter lyophilization, the product was obtained as a solid (8.5 mg, 71% of theory)

出典と根拠

ORDレコード
ord-c07e061564eb42729b10d69959381751
出典データセット
uspto-grants-2016_06
特許番号
US09359362B2

反応ノート

読み込み中…