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Pyrrolidine → HCID 22641468, 화합물

HRID 2415486
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HRID 2415486 반응식
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[N:5]=[C:4]([NH2:14])[CH:3]=1.[NH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1>C(O)(C)C>[ClH:1].[CH3:13][O:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([N:15]3[CH2:19][CH2:18][CH2:17][CH2:16]3)=[CH:3][C:4]([NH2:14])=[N:5]2)=[CH:10][CH:9]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 31268PyrrolidineHCID 14067409HCID 14067409, 화합물

생성물 1

HCID 22641468HCID 22641468, 화합물수율 21%

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
60 °C

실험 절차

A solution of 319 mg (0.92 mmol) of 4-chloro-7-methoxy-quinolin-2-ylamine in 20 ml of isopropanol was treated with 130 mg (1.83 mmol) of pyrrolidine and heated at 60° C. for 6 h. The reaction mixture was cooled to RT, concentrated in vacuo. The residue was applied to a silica gel column with hexane/AcOEt (1:1) as eluent. The purified fractions were combined and concentrated in vacuo upon which the desired product crystallized out. The crystals were filtered off and dried in a high vacuum to give 48 mg (21%) of 7-methoxy-4-pyrrolidin-1-yl-quinolin-2-ylamine hydrochloride as a light brown solid. EI mass spectrum, m/e: 243.2 (M calculated for C14H17N3O: 243).

후처리

  1. temperatureThe reaction mixture was cooled to RT
  2. concentrationconcentrated in vacuo
  3. concentrationconcentrated in vacuo upon which the desired product
  4. customcrystallized out
  5. filtrationThe crystals were filtered off
  6. customdried in a high vacuum

출처 및 근거

ORD 기록
ord-318690c4ed104725b68a60b5535f62f2
출처 데이터셋
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06818767B2

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