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N-[3-carboxy-phenyl]-4-(2-chloro-4-pyridyl)-2-pyrimidineamine → N-[3-carboxy-phenyl]-4-[2-(4-amino-butyl-amino)-4-pyridyl]-2-pyrimidineamine

HRID 859105
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인쇄 미리보기

반응식

HRID 859105 반응식
[C:1]([C:4]1[CH:5]=[C:6]([NH:10][C:11]2[N:16]=[C:15]([C:17]3[CH:22]=[CH:21][N:20]=[C:19](Cl)[CH:18]=3)[CH:14]=[CH:13][N:12]=2)[CH:7]=[CH:8][CH:9]=1)([OH:3])=[O:2]>NCCCCN>[C:1]([C:4]1[CH:5]=[C:6]([NH:10][C:11]2[N:16]=[C:15]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([NH:16][CH2:15][CH2:17][CH2:18][CH2:19][NH2:20])[CH:18]=3)[CH:14]=[CH:13][N:12]=2)[CH:7]=[CH:8][CH:9]=1)([OH:3])=[O:2]
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참가 물질

3

반응물 1

HCID 19689614N-[3-carboxy-phenyl]-4-(2-chloro-4-pyridyl)-2-pyrimidineamine

생성물 1

HCID 69630624N-[3-carboxy-phenyl]-4-[2-(4-amino-butyl-amino)-4-pyridyl]-2-pyrimidineamine수율 148%

시약·촉매·용매 1

HCID 1045Putrescine용매

반응 조건

온도
110 °C

실험 절차

A mixture of N-[3-carboxy-phenyl]-4-(2-chloro-4-pyridyl)-2-pyrimidineamine (99 mg, 0.30 mmol) in 1,4-diaminobutane (1.5 mL) is heated to 110° C. overnight, cooled to room temperature and concentrated. The residue is dissolved in water and neutralized with 10% hydrochloric acid. The reaction mixture is purified by preparative HPLC to give N-[3-carboxy-phenyl]-4-[2-(4-amino-butyl-amino)-4-pyridyl]-2-pyrimidineamine (84 mg); ESI-MS (m/z): 379 (M++H).

후처리

  1. temperaturecooled to room temperature
  2. concentrationconcentrated
  3. dissolutionThe residue is dissolved in water and neutralized with 10% hydrochloric acid
  4. customThe reaction mixture is purified by preparative HPLC

출처 및 근거

ORD 기록
ord-119f9f38da2a41d3a171c7d28e831c10
출처 데이터셋
uspto-grants-2006_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07151096B2

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