Triphenylphosphine → 1-methyl-5-[3-(1-methyl-1H-benzimidazol-2-yl)propoxy]-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

HRID 333728ノート

反応式

HRID 333728 の反応式
N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[OH:36][C:37]1[C:38](=[O:55])[C:39]([C:44]2[N:48]([C:49]3[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=3)[N:47]=[CH:46][CH:45]=2)=[N:40][N:41]([CH3:43])[CH:42]=1.[CH3:56][N:57]1[C:61]2[CH:62]=[CH:63][CH:64]=[CH:65][C:60]=2[N:59]=[C:58]1[CH2:66][CH2:67][CH2:68]O>C1(C)C=CC=CC=1>[CH3:43][N:41]1[CH:42]=[C:37]([O:36][CH2:68][CH2:67][CH2:66][C:58]2[N:57]([CH3:56])[C:61]3[CH:62]=[CH:63][CH:64]=[CH:65][C:60]=3[N:59]=2)[C:38](=[O:55])[C:39]([C:44]2[N:48]([C:49]3[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=3)[N:47]=[CH:46][CH:45]=2)=[N:40]1

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 45852153-(1-Methyl-1H-benzimidazol-2-yl)propan-1-olHCID 895867365-hydroxy-1-methyl-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

生成物 1

HCID 895865821-methyl-5-[3-(1-methyl-1H-benzimidazol-2-yl)propoxy]-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one収率 53%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Toluene (10 mL) was added to di-tert-butyl diazene-1,2-dicarboxylate (173 mg) and triphenylphosphine (229 mg) and the mixture was stirred at room temperature for 10 min. Then, 5-hydroxy-1-methyl-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one (154 mg), 3-(1-methyl-1H-benzimidazol-2-yl)propan-1-ol (143 mg) were further added and the mixture was stirred at room temperature for 22 hr. The crystals precipitated from the reaction mixture were collected by filtration, washed successively with toluene, methanol and diisopropyl ether, and dried to give the title compound (134 mg).

後処理

  1. stirringthe mixture was stirred at room temperature for 22 hr
  2. customThe crystals precipitated from the reaction mixture
  3. filtrationwere collected by filtration
  4. washwashed successively with toluene, methanol and diisopropyl ether
  5. customdried

出典と根拠

ORDレコード
ord-bcef55f20ac74530ad241b2319e8b2ec
出典データセット
uspto-grants-2014_11
特許番号
US08883788B2

反応ノート

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