Thionyl Chloride → 3-chlorocarbonyl-1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrrolo[2,3-b]pyridine

HRID 1766170노트

반응식

HRID 1766170 반응식
[CH3:1][N:2]1[C:6]2[N:7]=[CH:8][N:9]=[C:10]([N:11]3[C:15]4=[N:16][CH:17]=[CH:18][CH:19]=[C:14]4[C:13]([C:20]([OH:22])=O)=[CH:12]3)[C:5]=2[CH:4]=[CH:3]1.S(Cl)([Cl:25])=O>C(Cl)(Cl)Cl>[Cl:25][C:20]([C:13]1[C:14]2[C:15](=[N:16][CH:17]=[CH:18][CH:19]=2)[N:11]([C:10]2[C:5]3[CH:4]=[CH:3][N:2]([CH3:1])[C:6]=3[N:7]=[CH:8][N:9]=2)[CH:12]=1)=[O:22]

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 211100531-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

생성물 1

HCID 211100673-chlorocarbonyl-1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrrolo[2,3-b]pyridine수율 125.3%

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
20 °C

실험 절차

To 0.93 g (3.2 mmol) of 1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid in 20 cm3 of chloroform at about 20° C. and under argon atmosphere, was added dropwise 10 cm3 (0.14 mol) of thionyl chloride. The reaction mixture was then heated and stirred at reflux temperature for 1 hour, and then it was cooled to about 20° C. and concentrated to dryness in vacuo (2.7 kPa). The residue was taken up in 20 cm3 of chloform and concentrated to dryness in vacuo (2.7 kPa) to yield 1.25 g of 3-chlorocarbonyl-1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrrolo[2,3-b]pyridine as a yellow powder which was used directly in the next step.

후처리

  1. temperatureThe reaction mixture was then heated
  2. temperatureat reflux temperature for 1 hour
  3. concentrationconcentrated to dryness in vacuo (2.7 kPa)
  4. concentrationconcentrated to dryness in vacuo (2.7 kPa)

출처 및 근거

ORD 기록
ord-c8d7b632b3874de29ae8073e9d3ece63
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07230007B2

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