Methylamine → HCID 44540872, 화합물

HRID 1616012노트

반응식

HRID 1616012 반응식
Cl[C:2]1[N:7]=[C:6]([C:8]([NH:10][C:11]2[CH:19]=[C:18]([C:20]3[CH:28]=[CH:27][CH:26]=[C:25]4[C:21]=3[CH:22]=[CH:23][NH:24]4)[CH:17]=[C:16]3[C:12]=2[CH:13]=[N:14][NH:15]3)=[O:9])[CH:5]=[CH:4][CH:3]=1.CN.C[CH2:32][N:33](C(C)C)C(C)C>CS(C)=O.CS(C)=O.CO>[NH:24]1[C:25]2[C:21](=[C:20]([C:18]3[CH:17]=[C:16]4[C:12]([CH:13]=[N:14][NH:15]4)=[C:11]([NH:10][C:8]([C:6]4[CH:5]=[CH:4][CH:3]=[C:2]([NH:33][CH3:32])[N:7]=4)=[O:9])[CH:19]=3)[CH:28]=[CH:27][CH:26]=2)[CH:22]=[CH:23]1

참가 물질

6

반응물 3

HCID 6329Methylamine2회HCID 81531DiisopropylethylamineHCID 44540963HCID 44540963, 화합물

생성물 1

HCID 44540872HCID 44540872, 화합물

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 22036561Dimethyl sulfoxide methanol용매

반응 조건

온도
160 °C

실험 절차

To a microwave vial was added 2 ml of a solution of 6-chloro-N-[6-(1H-indol-4-yl)-1H-indazol-4-yl]-2-pyridinecarboxamide (350 mg, 0.90 mmol, prepared as described in Example 18) in DMSO (14 ml). Methylamine (2M in THF, 0.129 ml, 0.26 mmol) and DIPEA (0.113 ml) were added and the mixture was heated at 160° C. for 4 h under microwave irradiation. Further methylamine (2M in THF, 0.129 ml, 0.26 mmol) was added and the mixture was again heated at 160° C. for 1 h under microwave irradiation. The crude reaction mixture was dissolved in DMSO/MeOH (1:1) and purified by Mass Directed Automated Preparative HPLC (Method B). Product-containing fractions were dried under a stream of nitrogen to afford the title compound (4.4 mg) as a pale yellow gum.

후처리

  1. temperaturethe mixture was again heated at 160° C. for 1 h under microwave irradiation
  2. customThe crude reaction mixture
  3. custompurified by Mass Directed Automated Preparative HPLC (Method B)
  4. customProduct-containing fractions were dried under a stream of nitrogen

출처 및 근거

ORD 기록
ord-21175c634d6446a0b44618db71f167b0
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765743B2

반응 노트

불러오는 중…