Diisopropylethylamine → HCID 86613131, 화합물

HRID 60527

반응식

HRID 60527 반응식
[CH2:1]([S:8][C:9]1[N:10]=[C:11](Cl)[C:12]2[S:17][C:16]([NH2:18])=[N:15][C:13]=2[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.[CH3:29][NH:30][C@@H:31]([CH2:36][OH:37])[CH2:32][CH:33]([CH3:35])[CH3:34]>CN1C(=O)CCC1>[NH2:18][C:16]1[S:17][C:12]2[C:11]([N:30]([CH3:29])[C@H:31]([CH2:32][CH:33]([CH3:35])[CH3:34])[CH2:36][OH:37])=[N:10][C:9]([S:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[N:14][C:13]=2[N:15]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 112782745-(Benzylthio)-7-chloro[1,3]thiazolo[4,5-d]pyrimidin-2-amineHCID 59967423282525-49-9

생성물 1

HCID 86613131HCID 86613131, 화합물수율 72.4%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
110 °C

실험 절차

5-(Benzylthio)-7-chloro[1,3]thiazolo[4,5-d]pyrimidin-2-amine (1.5 g, 4.86 mmol), DIPEA (691 mg, 5.35 mmol) and (R)—N-methylleucinol (956 mg, 7.29 mmol) were mixed in NMP (7.5 mL). The resulting solution was stirred at 110° C. under a nitrogen atmosphere for 2 days. After cooling to room temperature the reaction mixture was poured onto ice. The resulting yellow precipitate was collected by filtration, washed with water and dried in vacuo. The crude product was purified by flash column chromatography on silica (DCM:EtOAc 50:50 to 0:100) to give 1.42 g (72% yield) of the title compound as a yellow solid.

후처리

  1. temperatureAfter cooling to room temperature the reaction mixture
  2. additionwas poured onto ice
  3. filtrationThe resulting yellow precipitate was collected by filtration
  4. washwashed with water
  5. customdried in vacuo
  6. customThe crude product was purified by flash column chromatography on silica (DCM:EtOAc 50:50 to 0:100)

출처 및 근거

ORD 기록
ord-f0a8b299aa924c8facecfbf85b09942e
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440992B2

연결된 노트

불러오는 중…