N,N-Dimethylglycine → 2-dimethylamino-1-{4-[4-fluoro-2-(tetrahydro-2H-pyran-4-yloxy)-phenylamino]-5,8-dihydro-6H-pyrido[4',3':4,5]thieno[2,3-d]pyrimidin-7-yl}-ethanone

HRID 450575ノート

反応式

HRID 450575 の反応式
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[CH3:34][N:35]([CH3:40])[CH2:36][C:37](O)=[O:38].[F:41][C:42]1[CH:47]=[CH:46][C:45]([NH:48][C:49]2[C:50]3[C:57]4[CH2:58][CH2:59][NH:60][CH2:61][C:56]=4[S:55][C:51]=3[N:52]=[CH:53][N:54]=2)=[C:44]([O:62][CH:63]2[CH2:68][CH2:67][O:66][CH2:65][CH2:64]2)[CH:43]=1>CN(C=O)C.O>[CH3:34][N:35]([CH3:40])[CH2:36][C:37]([N:60]1[CH2:59][CH2:58][C:57]2[C:50]3[C:49]([NH:48][C:45]4[CH:46]=[CH:47][C:42]([F:41])=[CH:43][C:44]=4[O:62][CH:63]4[CH2:68][CH2:67][O:66][CH2:65][CH2:64]4)=[N:54][CH:53]=[N:52][C:51]=3[S:55][C:56]=2[CH2:61]1)=[O:38]

参加物

7

反応物 4

HCID 673N,N-DimethylglycineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 46182217[4-fluoro-2-(tetrahydro-2H-pyran-4-yloxy)-phenyl]-(5,6,7,8-tetrahydro-pyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-yl)-amine

生成物 1

HCID 461822182-dimethylamino-1-{4-[4-fluoro-2-(tetrahydro-2H-pyran-4-yloxy)-phenylamino]-5,8-dihydro-6H-pyrido[4',3':4,5]thieno[2,3-d]pyrimidin-7-yl}-ethanone収率 40.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

HATU (0.285 g, 0.75 mmol) was added into a stirred solution of Hünig's base (0.13 mL, 0.75 mmol) and N,N-dimethylglycine (0.077 g, 0.75 mmol) in DMF (1.0 mL) and the mixture stirred for 20 minutes at ambient temperature. [4-Fluoro-2-(tetrahydro-2H-pyran-4-yloxy)-phenyl]-(5,6,7,8-tetrahydro-pyrido[4′,3′:4,5]thieno[2,3-d]pyrimidin-4-yl)-amine (0.10 g, 0.25 mmol) was added and the mixture stirred for 18 hours. Water (5 mL) was added and the mixture stirred for 20 minutes. The precipitated solid was collect by filtration, washed with water (10 mL), diethyl ether (10 mL), and dried under vacuum to give a colourless solid (0.049 g, 40%).

後処理

  1. stirringthe mixture stirred for 18 hours
  2. stirringthe mixture stirred for 20 minutes
  3. filtrationThe precipitated solid was collect by filtration
  4. washwashed with water (10 mL), diethyl ether (10 mL)
  5. customdried under vacuum

出典と根拠

ORDレコード
ord-27991f20f2bd4009be2b3a54382c10df
出典データセット
uspto-grants-2013_07
特許番号
US08486953B2

反応ノート

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