Triethylamine → HCID 68851040、化合物

HRID 492287

反応式

HRID 492287 の反応式
[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]([F:12])[C:3]=1C(O)=O.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:20])C=CC=CC=1.C([N:32]([CH2:35]C)CC)C.[CH2:37]([NH:44][CH2:45][C:46]1[CH:51]=[CH:50][C:49]([C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][C:53]=2[C:58]2[N:62]([C:63]([C:76]3[CH:81]=[CH:80][CH:79]=[CH:78][CH:77]=3)([C:70]3[CH:75]=[CH:74][CH:73]=[CH:72][CH:71]=3)[C:64]3[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=3)[N:61]=[N:60][N:59]=2)=[CH:48][CH:47]=1)[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43]>C1C=CC=CC=1>[CH2:37]([N:44]([CH2:45][C:46]1[CH:47]=[CH:48][C:49]([C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][C:53]=2[C:58]2[N:62]([C:63]([C:64]3[CH:65]=[CH:66][CH:67]=[CH:68][CH:69]=3)([C:76]3[CH:77]=[CH:78][CH:79]=[CH:80][CH:81]=3)[C:70]3[CH:75]=[CH:74][CH:73]=[CH:72][CH:71]=3)[N:61]=[N:60][N:59]=2)=[CH:50][CH:51]=1)[C:35](=[O:20])[NH:32][C:3]1[C:7]([F:12])=[CH:8][C:9]([F:11])=[CH:10][C:2]=1[F:1])[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 5203732,4,6-Trifluorobenzoic acidHCID 68851238HCID 68851238、化合物

生成物 1

HCID 68851040HCID 68851040、化合物収率 74%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

2,4,6-Trifluorobenzoic acid (148.8 mg), diphenylphosphoryl azide (223.3 mg) and triethylamine (105.1 mg) were added to benzene (8 mL) and the mixture was heated under reflux. Fifty minutes later, a solution of N-heptyl-N-[[2′-[N-(triphenylmethyl)tetrazol-5-yl]-1,1′-biphenyl-4-yl]methyl]amine (393.7 mg) in benzene (3 mL) was added to the reaction mixture, and under reflux, heating was continued. Upon elapsed time of 45 minutes after the addition of the solution, the reaction mixture was concentrated under reduced pressure. Ethyl acetate (40 mL) was added to the residue, and the resulting mixture was washed successively with 5% hydrochloric acid, water, a saturated sodium bicarbonate solution and brine (40 mL, each). The organic layer was dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was subjected to chromatography on a silica gel column (hexane/ethyl acetate) to afford N′-heptyl-N-(2,4,6-trifluorophenyl)-N′-[[2′-[N-(triphenylmethyl)tetrazol-5-yl]-1,1′-biphenyl-4-yl]methyl]urea as a colorless amorphous mass (369.1 mg).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. temperatureunder reflux
  4. temperatureheating
  5. additionUpon elapsed time of 45 minutes after the addition of the solution
  6. concentrationthe reaction mixture was concentrated under reduced pressure
  7. additionEthyl acetate (40 mL) was added to the residue
  8. washthe resulting mixture was washed successively with 5% hydrochloric acid, water
  9. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  10. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b98e816bba8844feb006a99d8dff52de
出典データセット
uspto-grants-2009_05
特許番号
US07531576B2

関連ノート

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