Acetic Acid → HCID 178521048, 화합물

HRID 931320노트

반응식

HRID 931320 반응식
[Cl:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2([C:10](=[NH:14])OCC)[CH2:9][CH2:8]2)[CH:6]=1.[S].C(O)(=O)C.C(N(CC)CC)C.N[C:28]1[C:33]([NH2:34])=[CH:32][N:31]=[C:30]([N:35]2[CH2:40][CH2:39][O:38][C@@H:37]([C:41]([N:43]3[CH2:47][CH2:46][CH2:45][CH2:44]3)=[O:42])[CH2:36]2)[N:29]=1>>[Cl:1][C:2]1[CH:3]=[N:4][N:5]([C:7]2([C:10]3[NH:14][C:32]4[C:33]([N:34]=3)=[CH:28][N:29]=[C:30]([N:35]3[CH2:40][CH2:39][O:38][C@@H:37]([C:41]([N:43]5[CH2:47][CH2:46][CH2:45][CH2:44]5)=[O:42])[CH2:36]3)[N:31]=4)[CH2:8][CH2:9]2)[CH:6]=1

참가 물질

6

반응물 5

HCID 176Acetic AcidHCID 8471TriethylamineHCID 5362487SulfurHCID 89853939(R)-(4-(4,5-Diaminopyrimidin-2-yl)morpholin-2-yl)(pyrrolidin-1-yl)methanoneHCID 117966385ethyl 1-(4-chloro-1H-pyrazol-1-yl)cyclopropanecarbimidate

생성물 1

HCID 178521048HCID 178521048, 화합물

반응 조건

온도
100 °C

실험 절차

Ethyl 1-(4-chloro-1H-pyrazol-1-yl)cyclopropanecarbimidate (0.13 g, 0.46 mmol), sulfur (15 mg), acetic acid (0.53 mL, 9.3 mmol) and triethylamine (0.39 mL, 2.79 mmol) were added to the filtrate containing (R)-(4-(4,5-diaminopyrimidin-2-yl)morpholin-2-yl)(pyrrolidin-1-yl)methanone, prepared in the previous step, at room temperature. The reaction mixture was heated to 100° C. for 24 h. The solvent was removed under reduced pressure and the resulting crude material was purified via preparative TLC to afford the title compound (13 mg). MS (ES+APCI) (M+H) 443.0; LCMS retention time 4.485 min (Method T1).

후처리

  1. customprepared in the previous step, at room temperature
  2. customThe solvent was removed under reduced pressure
  3. customthe resulting crude material was purified via preparative TLC

출처 및 근거

ORD 기록
ord-0fc590a173bb4398aee2c52c9be96340
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296745B2

반응 노트

불러오는 중…