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Benzylamine → HCID 90047615, 화합물

HRID 1507600
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HRID 1507600 반응식
Cl[C:2]1[N:7]=[C:6]2[N:8]([CH3:14])[C:9](=[O:13])[C:10]([CH3:12])([CH3:11])[C:5]2=[CH:4][CH:3]=1.[CH2:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.CC(C)([O-])C.[Na+].C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1>C1(C)C=CC=CC=1.CCOC(C)=O.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C(Cl)(Cl)Cl.[Pd].[Pd]>[CH2:15]([NH:22][C:2]1[N:7]=[C:6]2[N:8]([CH3:14])[C:9](=[O:13])[C:10]([CH3:12])([CH3:11])[C:5]2=[CH:4][CH:3]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 7504BenzylamineHCID 634876Binap, (A+-)-HCID 21931732HCID 21931732, 화합물HCID 23676156Sodium t-butoxide

생성물 1

HCID 90047615HCID 90047615, 화합물

시약·촉매·용매 3

HCID 11029508
Palladium, tris[mu-[(1,2-eta:4,5-eta)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-one]]di-, compd. with trichloromethane (1:1)
촉매
HCID 1140Toluene용매
HCID 8857Ethyl Acetate용매

반응 조건

온도
115 °C

실험 절차

To a mixture of 6-chloro-1,3,3-trimethyl-1H-pyrrolo[2,3-b]pyridin-2-one (500 mg, 2.37 mmol), benzylamine (763 mg, 778 μl, 7.12 mmol) and sodium tert-butoxide (388 mg, 4.03 mmol) in toluene (10 ml) were added tris(dibenzylideneacetone)dipalladium (0) chloroform adduct (49.1 mg, 47.5 μmol) and BINAP (29.6 mg, 47.5 μmol). The reaction mixture was heated to 115° C. and stirred for 48 hours. The reaction mixture was diluted with EtOAc, silica gel was added and the mixture concentrated in vacuo. The obtained material was purified silica gel chromatography using heptane/ethyl acetate as eluent. The title compound was obtained as light yellow solid (616 mg).

후처리

  1. additionwas added
  2. concentrationthe mixture concentrated in vacuo
  3. customThe obtained material was purified silica gel chromatography

출처 및 근거

ORD 기록
ord-2f395557cb74488dabc52a59b21c2b3f
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09221816B2

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