Pyrrolidine → N4-(4-chlorophenyl)6-pyrrolidin-1-yl-pyrimidine-4,5-diamine

HRID 1246802

반응식

HRID 1246802 반응식
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[C:3]=1[NH2:16].[NH:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1>C([O-])(O)=O.[Na+]>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([NH:8][C:4]2[C:3]([NH2:16])=[C:2]([N:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)[N:7]=[CH:6][N:5]=2)=[CH:10][CH:11]=1

참가 물질

4

반응물 2

HCID 31268PyrrolidineHCID 167263116-Chloro-N4-(4-chlorophenyl)pyrimidine-4,5-diamine

생성물 1

HCID 21905785N4-(4-chlorophenyl)6-pyrrolidin-1-yl-pyrimidine-4,5-diamine

시약·촉매·용매 1

HCID 516892Sodium Bicarbonate용매

반응 조건

온도
100 °C

실험 절차

6-Chloro-N4-(4-chlorophenyl)-pyrimidine-4,5-diamine I-(1A-1)a (114 mg, 0.45 mmol) and pyrrolidine (1 ml, excess) were combined and heated with stirring at 100° C. for 2 hours. The reaction mixture was diluted with saturated NaHCO3 solution and extracted with ethyl acetate. The organic layers were combined, dried (Na2SO4), filtered, and evaporated to dryness to yield the desired compound I-(17A-1)a (131 mg, quantitative) as an orange-brown solid: +ESI MS (M+1) 290.3; 1H NMR (500 MHz, CD3OD) δ 7.85 (s, 1H), 7.45 (d, J=8.8 Hz, 2H), 7.26 (d, J=8.8 Hz, 2H), 3.63 (m, 4H), 1.96 (m, 4H).

후처리

  1. temperatureheated
  2. extractionextracted with ethyl acetate
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated to dryness

출처 및 근거

ORD 기록
ord-71d7bad0cd694211a11f6ce4945b6b59
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07129239B2

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