Trifluoroacetic acid → 3-[(2-Amino-6-{[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]amino}-pyrimidin-4-yl)amino]propan-1-ol

HRID 16457

反応式

HRID 16457 の反応式
Cl[C:2]1[N:7]=[C:6]([NH2:8])[N:5]=[C:4]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17]3[CH:22]=[CH:21][N:20]=[C:19]4[NH:23][CH:24]=[CH:25][C:18]=34)=[C:12]([F:26])[CH:11]=2)[CH:3]=1.C[O:28][C:29]1C=C(OC)C=C[C:30]=1[CH2:31][NH:32]CCCO.C(O)(C(F)(F)F)=O.C(OCC)(=O)C>C(O)CCC.C(N(C(C)C)C(C)C)C.C(Cl)Cl>[NH2:8][C:6]1[N:7]=[C:2]([NH:32][CH2:31][CH2:30][CH2:29][OH:28])[CH:3]=[C:4]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17]3[CH:22]=[CH:21][N:20]=[C:19]4[NH:23][CH:24]=[CH:25][C:18]=34)=[C:12]([F:26])[CH:11]=2)[N:5]=1

参加物

8

反応物 4

HCID 6422Trifluoroacetic acidHCID 8857Ethyl AcetateHCID 109661863-[(2,4-Dimethoxybenzyl)amino]propan-1-olHCID 587332416-Chloro-N4-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]pyrimidine-2,4-diamine

生成物 1

HCID 179792883-[(2-Amino-6-{[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]amino}-pyrimidin-4-yl)amino]propan-1-ol

試薬・触媒・溶媒 3

HCID 2631-Butanol溶媒HCID 6344Dichloromethane溶媒HCID 81531Diisopropylethylamine溶媒

反応条件

温度
130 °C

実験手順

78 mg (0.21 mmol) of 6-chloro-N4-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)-phenyl]pyrimidine-2,4-diamine (from example 60), 190 mg (0.84 mmol) of 3-[(2,4-dimethoxybenzyl)amino]propan-1-ol in 1 ml of 1-butanol and 0.37 ml of N-ethyl-diisopropylamine are, in a closed pressure vessel, heated at 130° C. overnight. Volatile components are removed under reduced pressure, and the residue is purified by preparative HPLC. The substrate obtained is taken up in 2 ml of DCM, and 0.5 ml of TFA is added. The mixture is stirred at RT for 20 min and then poured into ethyl acetate and extracted with sat. sodium carbonate solution. The organic phase is dried over sodium sulfate and the solvent is removed under reduced pressure. The residue is purified by preparative HPLC.

後処理

  1. customVolatile components are removed under reduced pressure
  2. customthe residue is purified by preparative HPLC
  3. customThe substrate obtained
  4. extractionextracted with sat. sodium carbonate solution
  5. dry with materialThe organic phase is dried over sodium sulfate
  6. customthe solvent is removed under reduced pressure
  7. customThe residue is purified by preparative HPLC

出典と根拠

ORDレコード
ord-d15089b0ff284eaf876b69e07ef3cd4b
出典データセット
uspto-grants-2010_06
特許番号
US07737153B2

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