Diisopropylethylamine → [1,2,4]Triazolo[1,5-a]pyrimidin-2-amine, 5,7-dimethoxy-

HRID 479293노트

반응식

HRID 479293 반응식
C(=NC(=O)O[NH:6][C:7]1[N:12]=[C:11]([O:13][CH3:14])[CH:10]=[C:9]([O:15][CH3:16])[N:8]=1)=S.Cl.[NH2:19]O.C([N:24]([CH:27](C)C)CC)(C)C>C(O)C>[NH2:19][C:27]1[N:6]=[C:7]2[N:8]=[C:9]([O:15][CH3:16])[CH:10]=[C:11]([O:13][CH3:14])[N:12]2[N:24]=1

참가 물질

5

반응물 3

HCID 81531Diisopropylethylamine2회HCID 443297Hydroxyamine hydrochlorideHCID 86758830(4,6-Dimethoxypyrimidin-2-yl)amino carbonothioylcarbamate

생성물 1

HCID 11194901[1,2,4]Triazolo[1,5-a]pyrimidin-2-amine, 5,7-dimethoxy-수율 82%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Ethyl [(4,6-dimethoxypyrimidin-2-yl)amino carbonothioylcarbamate (0.50 g, 1.7 mmol) was mixed with ethanol (5 mL). To this mixture was added hydroxylamine hydrochloride (0.12 g, 1.7 mmol) and diisopropylethyl-amine (0.30 mL, 1.7 mmol). The resulting mixture was allowed to stir at room temperature. After 2.5 hours, additional diisopropylethylamine (0.30 mL, 1.7 mmol) was added to the mixture. After 48 hours the ethanol was removed in vacuo and the residue was partitioned between H2O and Et2O to give a powder. The powder was filtered and dried to afford the product as a tan powder (0.27 g, 82%). mp 215-220° C. Anal: Cacld for C7H9N5O2: C, 43.08; H, 4.65; N, 35.88; O, 16.39; found: C, 39.88; H, 4.22; N, 32.00; O, 16.35. 1H NMR (DMSO-d6): δ 6.04 (s, 1H); 5.97 (br, 2H); 4.04 (s, 3H).

후처리

  1. customAfter 48 hours the ethanol was removed in vacuo
  2. customthe residue was partitioned between H2O and Et2O
  3. customto give a powder
  4. filtrationThe powder was filtered
  5. customdried

출처 및 근거

ORD 기록
ord-a28c8d32c77742ac9c3cf875310ced93
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06645918B1

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