Triethylamine → HCID 57970179, 화합물

HRID 1666651노트

반응식

HRID 1666651 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 57970179HCID 57970179, 화합물수율 62.5%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-746b17b2df514c50bcf2c9f1b55e422c
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08044068B2

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