Diisopropylethylamine → HCID 67243364、化合物

HRID 2194382ノート

反応式

HRID 2194382 の反応式
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]

参加物

8

反応物 5

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

生成物 1

HCID 67243364HCID 67243364、化合物収率 58.4%

試薬・触媒・溶媒 2

HCID 13387N-methyl-2-pyrrolidone溶媒HCID 22728543Water ethylacetate溶媒

反応条件

温度
120 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-443de11d3c5143aa921131dfaee778ac
出典データセット
uspto-grants-2012_12
特許番号
US08334289B2

反応ノート

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