Formamidine acetate → HCID 178432631, 화합물

HRID 1498027노트

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HRID 1498027 반응식
FC(F)(F)C(O)=O.[Br:8][C:9]1[N:13]([CH3:14])[N:12]=[CH:11][C:10]=1[C:15]1[N:16]=[C:17]([CH3:21])[N:18]([NH2:20])[CH:19]=1.C(O)(=O)C.[CH:26](N)=[NH:27]>CC(O)CC>[Br:8][C:9]1[N:13]([CH3:14])[N:12]=[CH:11][C:10]=1[C:15]1[N:16]=[C:17]([CH3:21])[N:18]([NH:20][CH:26]=[NH:27])[CH:19]=1

참가 물질

4

반응물 2

HCID 160693Formamidine acetateHCID 1317310614-(5-bromo-1-methyl-1H-pyrazol-4-yl)-2-methyl-1H-imidazol-1-amine, trifluoroacetate salt

생성물 1

HCID 178432631HCID 178432631, 화합물

시약·촉매·용매 1

HCID 6568(+-)-2-Butanol용매

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온도
100 °C

실험 절차

4-(5-Bromo-1-methyl-1H-pyrazol-4-yl)-2-methyl-1H-imidazol-1-amine, trifluoroacetate salt (4.90 g, 113.2 mmol) was combined with formamidine acetate (98%, 4.92 g, 46.3 mmol) in 2-butanol (40 mL), and the reaction mixture was heated at 100° C. for 6 hours, then allowed to cool to room temperature and stir for 18 hours. The off-white solid was collected by filtration and washed with 2-propanol followed by diethyl ether. The solid was then triturated with aqueous ammonium hydroxide (7.5 M, 40 mL); filtration provided a white solid, which was washed with 2-propanol followed by diethyl ether to provide the product. Yield: 2.70 g, 9.54 mmol, 72%. 1H NMR (500 MHz, CD3OD), presumed to be a mixture of rotamers or tautomers: δ 2.26 and 2.31 (2 s, 3H), 3.89 and 3.89 (2 s, 3H), 7.26 and 7.40 (2 s, 1H), 7.41 and 7.96 (2 br s, 1H), 7.85 and 7.82 (2 s, 1H).

후처리

  1. temperatureto cool to room temperature
  2. filtrationThe off-white solid was collected by filtration
  3. washwashed with 2-propanol
  4. customThe solid was then triturated with aqueous ammonium hydroxide (7.5 M, 40 mL)
  5. filtrationfiltration
  6. customprovided a white solid, which
  7. washwas washed with 2-propanol
  8. customto provide the product
  9. additiona mixture of rotamers or tautomers
  10. customδ 2.26 and 2.31 (2 s, 3H), 3.89 and 3.89 (2 s, 3H), 7.26 and 7.40 (2 s, 1H), 7.41 and 7.96 (2 br s, 1H), 7.85 and 7.82 (2 s, 1H)

출처 및 근거

ORD 기록
ord-99448dba5b5a47d18e532fa62753b41d
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09200000B2

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