Hydrochloric Acid → N4-benzyl-N2-(4-(oxazol-5-yl)phenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine

HRID 1930543노트

반응식

HRID 1930543 반응식
Cl.[CH2:2]([NH:9][C:10]1[C:11]2[CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29][CH2:28][C:12]=2[N:13]=[C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[O:27][CH:26]=[N:25][CH:24]=3)=[CH:19][CH:18]=2)[N:15]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO>[CH2:2]([NH:9][C:10]1[C:11]2[CH2:31][NH:30][CH2:29][CH2:28][C:12]=2[N:13]=[C:14]([NH:16][C:17]2[CH:18]=[CH:19][C:20]([C:23]3[O:27][CH:26]=[N:25][CH:24]=3)=[CH:21][CH:22]=2)[N:15]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 59333703tert-butyl 4-(benzylamino)-2-(4-(oxazol-5-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate

생성물 1

HCID 46200198N4-benzyl-N2-(4-(oxazol-5-yl)phenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine수율 75.3%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
76 °C

실험 절차

Hydrochloric acid (2M aq, 2 ml) was added to a solution of tert-butyl 4-(benzylamino)-2-(4-(oxazol-5-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (0.15 g, 0.30 mmol, Example 6a) in MeOH (4 mL). The reaction was heated in an open reaction vessel to 76° C. for 1 h and the product precipitated out from the solution as it was cooled. The crude product was filtered off and washed with water. The crude salt was dissolved in water and precipitated when saturated NaHCO3 was added. The product was filtered off and purified by preparative HPLC to give N4-benzyl-N2-(4-(oxazol-5-yl)phenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine (0.090 g, 75%). MS (ESI+)/(ESI−) m/z 399/397

후처리

  1. customthe product precipitated out from the solution as it
  2. temperaturewas cooled
  3. filtrationThe crude product was filtered off
  4. washwashed with water
  5. dissolutionThe crude salt was dissolved in water
  6. customprecipitated when saturated NaHCO3
  7. additionwas added
  8. filtrationThe product was filtered off
  9. custompurified by preparative HPLC

출처 및 근거

ORD 기록
ord-a3a9807cd56e4028b7fa26bc5d2c2e8d
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188101B2

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