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 16457노트

반응식

HRID 16457 반응식
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

참가 물질

8

반응물 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

생성물 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

시약·촉매·용매 3

HCID 2631-Butanol용매HCID 6344Dichloromethane용매HCID 81531Diisopropylethylamine용매

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온도
130 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d15089b0ff284eaf876b69e07ef3cd4b
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737153B2

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