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

HRID 1930543ノート

反応式

HRID 1930543 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
76 °C

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-a3a9807cd56e4028b7fa26bc5d2c2e8d
出典データセット
uspto-grants-2012_05
特許番号
US08188101B2

反応ノート

読み込み中…