Diisopropylethylamine → HCID 178461974, 화합물

HRID 243323

반응식

HRID 243323 반응식
[C:1]1([N:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[N:9]=[C:8]2[C@@H:16]([NH2:18])[CH3:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:20]1[N:28]=[C:27]([NH2:29])[N:26]=[C:25]2[C:21]=1[N:22]=[CH:23][NH:24]2.C(N(C(C)C)C(C)C)C>CCCCO>[C:1]1([N:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[N:9]=[C:8]2[C@@H:16]([NH:18][C:20]2[N:28]=[C:27]([NH2:29])[N:26]=[C:25]3[C:21]=2[N:22]=[CH:23][NH:24]3)[CH3:17])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 68157455(1S)-1-(1-Phenyl-1H-benzimidazol-2-yl)ethan-1-amineHCID 1785084356-chloro-1H-purin-2-amine

생성물 1

HCID 178461974HCID 178461974, 화합물수율 44.5%

시약·촉매·용매 1

HCID 2631-Butanol용매

반응 조건

온도
130 °C

실험 절차

Into a 25-mL round-bottom flask was placed a solution of (S)-1-(1-phenyl-1H-benzo[d]imidazol-2-yl)ethanamine from Example 4 (238 mg, 1.00 mmol, 1.00 equiv) in n-BuOH (8 mL), 6-chloro-9H-purin-2-amine (155 mg, 0.91 mmol, 0.91 equiv, 98%) and N-ethyl-N-isopropylpropan-2-amine (390 mg, 2.96 mmol, 2.95 equiv, 98%). The resulting solution was stirred overnight at 130° C. and concentrated under vacuum. The residue was eluted onto a C18 column (water/acetonitrile) to afford 0.150 g (40%) of 149 as a white solid. LC-MS (ES, m/z): 371 [M+H]+. H-NMR (300 MHz, CD3OD, ppm): δ 7.71 (d, 2H), 7.51 (s, 5H), 7.29 (m, 2H), 7.10 (d, 1H), 5.67 (s, 1H), 1.69 (d, 3H)

후처리

  1. customInto a 25-mL round-bottom flask was placed
  2. concentrationconcentrated under vacuum
  3. washThe residue was eluted onto a C18 column (water/acetonitrile)

출처 및 근거

ORD 기록
ord-14fd378bb7bd4b6daf89f1cb4d130a0b
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653089B2

연결된 노트

불러오는 중…