Formamidine acetate → HCID 178432631、化合物

HRID 1907195ノート

反応式

HRID 1907195 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 178432631HCID 178432631、化合物

試薬・触媒・溶媒 1

HCID 6568(+-)-2-Butanol溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-7fd1be415d40403887c1bf8ad874eee3
出典データセット
uspto-grants-2013_12
特許番号
US08598155B2

反応ノート

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