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Acetic Acid → 6-(3-hydroxyphenyl)-4-(1H-indazol-5-ylamino)-2-morpholin-4-ylpyrimidine-5-carboxylic acid

HRID 30440
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인쇄 미리보기

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HRID 30440 반응식
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12](C3C=CNN=3)[N:11]=[C:10]([NH:19][C:20]3[CH:21]=[C:22]4[C:26](=[CH:27][CH:28]=3)[NH:25][N:24]=[CH:23]4)[C:9]=2[C:29]([OH:31])=[O:30])[CH:5]=[CH:6][CH:7]=1.[NH:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1.C(O)(=O)C>CN1C(=O)CCC1>[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([N:32]3[CH2:37][CH2:36][O:35][CH2:34][CH2:33]3)[N:11]=[C:10]([NH:19][C:20]3[CH:21]=[C:22]4[C:26](=[CH:27][CH:28]=3)[NH:25][N:24]=[CH:23]4)[C:9]=2[C:29]([OH:31])=[O:30])[CH:5]=[CH:6][CH:7]=1
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참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 8083MorpholineHCID 178524705HCID 178524705, 화합물

생성물 1

HCID 597897286-(3-hydroxyphenyl)-4-(1H-indazol-5-ylamino)-2-morpholin-4-ylpyrimidine-5-carboxylic acid

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

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온도
90 °C

실험 절차

Resin bound 6-(3-hydroxyphenyl)-4-(1H-indazol-5-ylamino)-2-pyrazolylpyrimidine-5-carboxylic acid (100 mg, 0.055 mmol, 1 eq) was suspended in NMP, and morpholine (144 μL, 144 mg, 1.65 mmol, 30 eq) was added, followed by acetic acid (31 μL, 33 mg, 0.55 mmol, 10 eq). The reaction mixture was shaken at 90° C. overnight. The resin was filtered and washed with DMF, water, MeOH, CH2Cl2, then dried. The resin was treated with 95% TFA/H2O for 1.5 h at room temperature. Filtration and evaporation under reduced pressure afforded 6-(3-hydroxyphenyl)-4-(1H-indazol-5-ylamino)-2-morpholin-4-ylpyrimidine-5-carboxylic acid.

후처리

  1. filtrationThe resin was filtered
  2. washwashed with DMF, water, MeOH, CH2Cl2
  3. customdried
  4. additionThe resin was treated with 95% TFA/H2O for 1.5 h at room temperature
  5. filtrationFiltration and evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-b0d78c60a3bd4575a1579652b65318a0
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07423148B2

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