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HCID 59598570, 화합물 → 5-(2-Isopropyl-4-methoxy-5-[1,2,4]oxadiazol-3-yl-phenoxy)-pyrimidine-2,4-diamine

HRID 38409
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인쇄 미리보기

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HRID 38409 반응식
[NH2:1][C:2]1[N:7]=[C:6]([NH:8]C=O)[C:5]([O:11][C:12]2[CH:17]=[C:16]([C:18]3[N:22]=[CH:21][O:20][N:19]=3)[C:15]([O:23][CH3:24])=[CH:14][C:13]=2[CH:25]([CH3:27])[CH3:26])=[CH:4][N:3]=1.NC1C(OC2C=C(C3N=CON=3)C(OC)=CC=2C(C)C)=CN=C(NC=O)N=1.C(NC1C(OC2C=C(C3N=CON=3)C(OC)=CC=2C(C)C)=CN=C(NC=O)N=1)=O>FC(F)(F)C(O)=O>[CH:25]([C:13]1[CH:14]=[C:15]([O:23][CH3:24])[C:16]([C:18]2[N:22]=[CH:21][O:20][N:19]=2)=[CH:17][C:12]=1[O:11][C:5]1[C:6]([NH2:8])=[N:7][C:2]([NH2:1])=[N:3][CH:4]=1)([CH3:27])[CH3:26]
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참가 물질

5

반응물 3

HCID 59598570HCID 59598570, 화합물HCID 59598574N-[4-formylamino-5-(2-isopropyl-4-methoxy-5-[1,2,4]oxadiazol-3-yl-phenoxy)-pyrimidin-2-yl]-formamideHCID 59598641N-[4-amino-5-(2-isopropyl-4-methoxy-5-[1,2,4]oxadiazol-3-yl-phenoxy)-pyrimidin-2-yl]formamide

생성물 1

HCID 573296085-(2-Isopropyl-4-methoxy-5-[1,2,4]oxadiazol-3-yl-phenoxy)-pyrimidine-2,4-diamine

시약·촉매·용매 1

HCID 6422
Trifluoroacetic acid
용매

실험 절차

A mixture of N-[2-amino-5-(2-isopropyl-4-methoxy-5-[1,2,4]oxadiazol-3-yl-phenoxy)-pyrimidin-4-yl]formamide, N-[4-amino-5-(2-isopropyl-4-methoxy-5-[1,2,4]oxadiazol-3-yl-phenoxy)-pyrimidin-2-yl]formamide and N-[4-formylamino-5-(2-isopropyl-4-methoxy-5-[1,2,4]oxadiazol-3-yl-phenoxy)-pyrimidin-2-yl]-formamide (0.164 g) in trifluoroacetic acid (10 mL) was heated at reflux for 24 h. The mixture was then cooled and concentrated in vacuo. The residue was purified by flash chromatography (0-5% methanol in dichloromethane) to yield 76 mg of 5-(2-isopropyl-4-methoxy-5-[1,2,4]oxadiazol-3-yl-phenoxy)-pyrimidine-2,4-diamine as its trifluoroacetic acid salt. (M+H)+=343; MP 135-138.5° C.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 24 h
  3. temperatureThe mixture was then cooled
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by flash chromatography (0-5% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-a7f446545c4d4782a36952d05381a130
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08524725B2

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