N,N-Dimethyl-1,3-propanediamine → 3-(Dimethylamino)propyl-4-(4-fluoro-2-((tetrahydro-2-H-pyran-4-yl)methoxy)phenylamino)-5-methyl-thieno[2,3-d]pyrimidine-6-carboxamide

HRID 532291노트

반응식

HRID 532291 반응식
C[N:2](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[F:25][C:26]1[CH:31]=[CH:30][C:29]([NH:32][C:33]2[C:34]3[C:41]([CH3:42])=[C:40]([C:43](O)=[O:44])[S:39][C:35]=3[N:36]=[CH:37][N:38]=2)=[C:28]([O:46][CH2:47][CH:48]2[CH2:53][CH2:52][O:51][CH2:50][CH2:49]2)[CH:27]=1.CCN(C(C)C)C(C)C.[CH3:63][N:64]([CH3:69])[CH2:65][CH2:66][CH2:67]N>CN(C=O)C.CCOC(C)=O>[CH3:63][N:64]([CH3:69])[CH2:65][CH2:66][CH2:67][C:37]1[N:38]=[C:33]([NH:32][C:29]2[CH:30]=[CH:31][C:26]([F:25])=[CH:27][C:28]=2[O:46][CH2:47][CH:48]2[CH2:49][CH2:50][O:51][CH2:52][CH2:53]2)[C:34]2[C:41]([CH3:42])=[C:40]([C:43]([NH2:2])=[O:44])[S:39][C:35]=2[N:36]=1

참가 물질

7

반응물 4

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 584133504-(4-Fluoro-2-((tetrahydro-2-H-pyran-4-yl)methoxy)phenylamino)-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid

생성물 1

HCID 1317319193-(Dimethylamino)propyl-4-(4-fluoro-2-((tetrahydro-2-H-pyran-4-yl)methoxy)phenylamino)-5-methyl-thieno[2,3-d]pyrimidine-6-carboxamide

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

HATU (36 mg) was added to a solution of 4-(4-fluoro-2-((tetrahydro-2-H-pyran-4-yl)methoxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylic acid (36 mg) and DIPEA (17 μl) in DMF (1 ml). The reaction mixture was stirred for 40 min at room temperature. Then 3-(dimethylamino)propylamine (49 μl) was added. The reaction mixture was stirred at room temparture overnight. It was diluted with EtOAc and washed with water and brine. The organic phase was concentrated in vacuo. The residue was suspended in Et2O and filtered and dried.

후처리

  1. stirringThe reaction mixture was stirred at room temparture overnight
  2. washwashed with water and brine
  3. concentrationThe organic phase was concentrated in vacuo
  4. filtrationfiltered
  5. customdried

출처 및 근거

ORD 기록
ord-fc71c7c04ed14c118276658fc99705b2
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853193B2

반응 노트

불러오는 중…