Triethylamine → HCID 57970179、化合物

HRID 1666651ノート

反応式

HRID 1666651 の反応式
Cl[C:2]1[N:11]=[C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH2:25]([N:32]1[CH2:36][CH2:35][C@H:34]([NH2:37])[CH2:33]1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(N(CC)CC)C>C(O)(C)C>[CH2:25]([N:32]1[CH2:36][CH2:35][C@H:34]([NH:37][C:2]2[N:11]=[C:10]([N:12]3[CH2:17][CH2:16][N:15]([C:18]([O:20][C:21]([CH3:22])([CH3:24])[CH3:23])=[O:19])[CH2:14][CH2:13]3)[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH2:33]1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 1519353(3S)-(+)-1-Benzyl-3-aminopyrrolidineHCID 24752963950666-26-9

生成物 1

HCID 57970179HCID 57970179、化合物収率 62.5%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A mixture of t-butyl 4-(2-chloroquinazolin-4-yl)piperazine-1-carboxylate (30 g) synthesized in the same manner as in Example 1, (S)-1-benzyl-3-aminopyrrolidine (15 g), triethylamine (8.7 g), and isopropyl alcohol (43 mL) was heated to reflux for 40 h. The reaction mixture was concentrated under reduced pressure, then water was added to the residue, and the mixture was extracted with chloroform. The organic layer was dried with anhydrous magnesium sulfate, concentrated, and then purified by silica gel column chromatography (NH silica gel, hexane/ethyl acetate=4:1) to obtain t-butyl 4-(2-((S)-1-benzylpyrrolidin-3-ylamino)quinazolin-4-yl)piperazine-1-carboxylate (26 g).

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 40 h
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. additionwater was added to the residue
  5. extractionthe mixture was extracted with chloroform
  6. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
  7. concentrationconcentrated
  8. custompurified by silica gel column chromatography (NH silica gel, hexane/ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-746b17b2df514c50bcf2c9f1b55e422c
出典データセット
uspto-grants-2011_10
特許番号
US08044068B2

反応ノート

読み込み中…