Sodium Carbonate → HCID 178432405、化合物

HRID 1109458ノート

反応式

HRID 1109458 の反応式
Br.Br[CH2:3][CH2:4][C:5]1[C:10](=[O:11])[N:9]2[CH2:12][CH2:13][S:14][C:8]2=[N:7][C:6]=1[CH3:15].Cl.Cl.[F:18][C:19]1[CH:27]=[C:26]2[C:22]([C:23]([CH:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[N:24][NH:25]2)=[CH:21][CH:20]=1.C(=O)([O-])[O-].[Na+].[Na+]>CC(C)CC(=O)C>[F:18][C:19]1[CH:27]=[C:26]2[C:22]([C:23]([CH:28]3[CH2:33][CH2:32][N:31]([CH2:3][CH2:4][C:5]4[C:10](=[O:11])[N:9]5[CH2:12][CH2:13][S:14][C:8]5=[N:7][C:6]=4[CH3:15])[CH2:30][CH2:29]3)=[N:24][NH:25]2)=[CH:21][CH:20]=1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 155864646-(2-bromoethyl)-2,3-dihydro-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one monohydrobromideHCID 1784786406-fluoro-3-(4-piperidinyl)-1H-indazole dihydrochloride

生成物 1

HCID 178432405HCID 178432405、化合物収率 48.3%

試薬・触媒・溶媒 1

HCID 7909Methyl Isobutyl Ketone溶媒

実験手順

A mixture of 4.4 parts of 6-(2-bromoethyl)-2,3-dihydro-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one monohydrobromide, 3.7 parts of 6-fluoro-3-(4-piperidinyl)-1H-indazole dihydrochloride, 4.25 parts of sodium carbonate and 120 parts of 4-methyl-2-pentanone was stirred for 6 hours at reflux temperature. After cooling, the reaction mixture was filtered. The precipitate was stirred in water and the whole was filtered again. The precipitated product was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (90:10 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from 2-propanol. The product was filtered off and dried, yielding 2.5 parts (48.3%) of 6-[2-[4-(6-fluoro-1H-indazol-3-yl)-1-piperidinyl]ethyl]-2,3-dihydro-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one; mp. 207.6° C. (compound 2).

後処理

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. filtrationthe reaction mixture was filtered
  4. stirringThe precipitate was stirred in water
  5. filtrationthe whole was filtered again
  6. customThe precipitated product was purified by column chromatography over silica gel using
  7. additiona mixture of trichloromethane and methanol (90:10 by volume) as eluent
  8. customThe pure fractions were collected
  9. customthe eluent was evaporated
  10. customThe residue was crystallized from 2-propanol
  11. filtrationThe product was filtered off
  12. customdried

出典と根拠

ORDレコード
ord-891bbe5efc9946e98246f8e1e01c62d2
出典データセット
uspto-grants-1994_06
特許番号
US05321028

反応ノート

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