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 532291ノート

反応式

HRID 532291 の反応式
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

参加物

7

反応物 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

生成物 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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fc71c7c04ed14c118276658fc99705b2
出典データセット
uspto-grants-2014_10
特許番号
US08853193B2

反応ノート

読み込み中…