Diisopropylethylamine → HCID 117675777、化合物

HRID 1526252ノート

反応式

HRID 1526252 の反応式
Cl[C:2]1[N:3]=[C:4]([NH:15][C:16]2[CH:17]=[N:18][N:19]([CH2:21][CH2:22][OH:23])[CH:20]=2)[C:5]([C:12]([NH2:14])=[O:13])=[N:6][C:7]=1[C:8](O)([CH3:10])[CH3:9].[NH2:24][C@@H:25]1[CH2:29][CH2:28][N:27]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:26]1.C(N(C(C)C)CC)(C)C.[Cl-].[Na+].O.O>CN1CCCC1=O>[C:12]([C:5]1[N:6]=[C:7]([C:8]([CH3:10])=[CH2:9])[C:2]([NH:24][C@@H:25]2[CH2:29][CH2:28][N:27]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:26]2)=[N:3][C:4]=1[NH:15][C:16]1[CH:17]=[N:18][N:19]([CH2:21][CH2:22][OH:23])[CH:20]=1)(=[O:13])[NH2:14]

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 854070(R)-(+)-1-Boc-3-aminopyrrolidineHCID 23713072Sodium chloride dihydrateHCID 117667243HCID 117667243、化合物

生成物 1

HCID 117675777HCID 117675777、化合物

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

A mixture of 5-chloro-3-{[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]amino}-6-(2-hydroxypropan-2-yl)pyrazine-2-carboxamide (700 mg), tert-butyl (3R)-3-aminopyrrolidine-1-carboxylate (1.05 mL), diisopropylethylamine (1.06 mL), and N-methylpyrrolidone (2.5 mL) was reacted in a microwave reaction device at 180° C. for 1 hour. To the reactant was added a mixed solution of saturated brine:water (1:1), followed by extraction with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent; chloroform:methanol=99:1-90:10, NH2 type: eluent; chloroform:methanol=99:1-95:5) to obtain tert-butyl (3R)-3-{[5-carbamoyl-6-{[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]amino}-3-(prop-1-en-2-yl)pyrazin-2-yl]amino}pyrrolidine-1-carboxylate (928 mg) as a yellow amorphous substance.

後処理

  1. customwas reacted in a microwave reaction device at 180° C. for 1 hour
  2. extractionfollowed by extraction with ethyl acetate
  3. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (eluent; chloroform:methanol=99:1-90:10, NH2 type: eluent; chloroform:methanol=99:1-95:5)

出典と根拠

ORDレコード
ord-d747252ace1e4fa1860dab99af807d8c
出典データセット
uspto-grants-2015_07
特許番号
US09085540B2

反応ノート

読み込み中…