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Triethylamine → HCID 178509596, 화합물

HRID 1524866
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HRID 1524866 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 760794-AminobenzamideHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 178509597HCID 178509597, 화합물

생성물 1

HCID 178509596HCID 178509596, 화합물수율 32%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

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)+.

후처리

  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)

출처 및 근거

ORD 기록
ord-f4870750af4b40f8aa40232e5a631679
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09079860B2

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