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Triethylamine → HCID 178509596、化合物

HRID 1524866
ノート
印刷プレビュー

反応式

HRID 1524866 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([CH:14]([CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:15]([OH:17])=O)[NH:12][CH:13]=2)=[CH:5][CH:4]=1)#[N:2].C(N(CC)CC)C.CN([P+](ON1N=NC2C=CC=CC1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F.[NH2:59][C:60]1[CH:68]=[CH:67][C:63]([C:64]([NH2:66])=[O:65])=[CH:62][CH:61]=1>C1COCC1>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[N:10]=[C:11]([CH:14]([CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:15]([NH:59][C:60]3[CH:68]=[CH:67][C:63]([C:64]([NH2:66])=[O:65])=[CH:62][CH:61]=3)=[O:17])[NH:12][CH:13]=2)=[CH:7][CH:8]=1)#[N:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 760794-AminobenzamideHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 178509597HCID 178509597、化合物

生成物 1

HCID 178509596HCID 178509596、化合物収率 32%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

The acid from Example 59 Part A (100 mg, 0.32 mmol), triethylamine (150 μL, 1.2 mmol), and BOP reagent (210 mg, 0.48 mmol) were dissolved in THF (9 mL). The mixture was stirred at rt for 15 min and 4-aminobenzamide (47 mg, 0.35 mmol) was added. The resulting mixture was heated at 70° C. under N2 for 1 h. The mixture was concentrated and then re-dissolved in EtOAc. It was washed with water and brine, dried over Na2SO4, concentrated, and purified by flash chromatography (silica gel, EtOAc/hexane) to give 45 mg of the desired product (32%). MS 436.3 (M+H)+.

後処理

  1. temperatureThe resulting mixture was heated at 70° C. under N2 for 1 h
  2. concentrationThe mixture was concentrated
  3. dissolutionre-dissolved in EtOAc
  4. washIt was washed with water and brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. custompurified by flash chromatography (silica gel, EtOAc/hexane)

出典と根拠

ORDレコード
ord-f4870750af4b40f8aa40232e5a631679
出典データセット
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09079860B2

反応ノート

読み込み中…

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