Water → Methyl [4-cyano-1-(trifluoroacetyl)-2,3-dihydro-1h-1-benzazepin-2-yl]acetate

HRID 1761028노트

반응식

HRID 1761028 반응식
[F:1][C:2]([F:30])([F:29])[C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH:9]=[C:8](OS(C(F)(F)F)(=O)=O)[CH2:7][CH:6]1[CH2:24][C:25]([O:27][CH3:28])=[O:26])=[O:4].[Li][C:32]#[N:33].C1OCCOCCOCCOC1.O>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:32]([C:8]1[CH2:7][CH:6]([CH2:24][C:25]([O:27][CH3:28])=[O:26])[N:5]([C:3](=[O:4])[C:2]([F:29])([F:1])[F:30])[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH:9]=1)#[N:33]

참가 물질

7

반응물 4

HCID 962WaterHCID 92691,4,7,10-TetraoxacyclododecaneHCID 91577583Methyl (1-(trifluoroacetyl)-4-{[(trifluoromethyl)sulphonyl]oxy}-2,3-dihydro-1h-1-benzazepin-2-yl)acetateHCID 178506913HCID 178506913, 화합물

생성물 1

HCID 91539061Methyl [4-cyano-1-(trifluoroacetyl)-2,3-dihydro-1h-1-benzazepin-2-yl]acetate

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 1140Toluene용매

실험 절차

A solution of the compound obtained in Step e (1.35 g; 293 mmol) in 16 ml of anhydrous toluene is added to a mixture of LiCN (0.5 M in DMF) (11.72 ml; 5.86 mmol), (Ph3P)4Pd (237 mg; 0.205 mmol) and 12-crown-4 (36 mg; 0.205 mmol) under an argon. atmosphere. The reaction mixture is stirred at ambient temperature for 6 hours. Water (10 ml) is added to the reaction mixture, and the organic phase is extracted with diethyl ether. After drying and concentration, the residue obtained is purified on silica gel (eluant:heptane/EtOAc) to yield the title product.

후처리

  1. extractionthe organic phase is extracted with diethyl ether
  2. customAfter drying
  3. concentrationconcentration
  4. customthe residue obtained
  5. customis purified on silica gel (eluant:heptane/EtOAc)

출처 및 근거

ORD 기록
ord-509b45decb944185882a990907552a84
출처 데이터셋
uspto-grants-2005_01
특허 번호
US06846833B2

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