Diisopropylethylamine → HCID 67243364, 화합물

HRID 2194382노트

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HRID 2194382 반응식
Cl[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[C:7]1=[O:14].[C:15]([C:19]1[N:24]=[C:23]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH:22]=[C:21]([CH2:31][CH2:32][CH3:33])[N:20]=1)([CH3:18])([CH3:17])[CH3:16].[Br-].[Na+].C(N(C(C)C)C(C)C)C.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C.O.CN1CCCC1=O>[C:15]([C:19]1[N:24]=[C:23]([N:25]2[CH2:30][CH2:29][N:28]([CH2:2][CH2:3][CH2:4][CH2:5][N:6]3[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[C:7]3=[O:14])[CH2:27][CH2:26]2)[CH:22]=[C:21]([CH2:31][CH2:32][CH3:33])[N:20]=1)([CH3:18])([CH3:17])[CH3:16]

참가 물질

8

반응물 5

HCID 81531DiisopropylethylamineHCID 253881Sodium BromideHCID 516892Sodium BicarbonateHCID 22349857HCID 22349857, 화합물HCID 592346471-(4-Chlorobutyl)-3-methoxy-1H-pyridin-2-one

생성물 1

HCID 67243364HCID 67243364, 화합물수율 58.4%

시약·촉매·용매 2

HCID 13387N-methyl-2-pyrrolidone용매HCID 22728543Water ethylacetate용매

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온도
120 °C

실험 절차

A mixture of 1-(4-chlorobutyl)-3-methoxy-1H-pyridin-2-one (0.93 mmol, 0.20 g) from Example 5.1, 2-tert-butyl-4-piperazin-1-yl-6-propylpyrimidine (0.93 mmol, 0.24 g; prepared as described in DE 19735410), sodium bromide (4.64 mmol, 0.48 g), ethyldiisopropylamine (9.09 mmol, 1.17 g) and N-methylpyrrolidinone (0.5 ml) was heated at 120° C. for 6 hours. The resulting suspension was filtered with suction and the filtrate was concentrated. The residue obtained in this way was taken up in ethyl acetate/water. The aqueous mixture was adjusted to pH 5.5 with sodium bicarbonate and the aqueous mixture was extracted several times with diethyl ether. The organic phase was then dried, the desiccant was removed by filtration, and the organic phase was concentrated under reduced pressure. Chromatography of the residue on silica gel (eluent: CH2Cl2/CH3OH (0-2%) afforded 0.24 g of the title compound.

후처리

  1. filtrationThe resulting suspension was filtered with suction
  2. concentrationthe filtrate was concentrated
  3. customThe residue obtained in this way
  4. extractionthe aqueous mixture was extracted several times with diethyl ether
  5. customThe organic phase was then dried
  6. customthe desiccant was removed by filtration
  7. concentrationthe organic phase was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-443de11d3c5143aa921131dfaee778ac
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08334289B2

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