Methylamine → 4-(3-Bromo-phenylamino)-6-methylamino-[1,7]naphthyridine-3-carbonitrile

HRID 1266289노트

반응식

HRID 1266289 반응식
[Br:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][N:15]=[C:16](F)[CH:17]=3)[N:12]=[CH:11][C:10]=2[C:20]#[N:21])[CH:5]=[CH:6][CH:7]=1.[CH3:22][NH2:23]>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][N:15]=[C:16]([NH:23][CH3:22])[CH:17]=3)[N:12]=[CH:11][C:10]=2[C:20]#[N:21])[CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 6329MethylamineHCID 185489794-(3-Bromo-phenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile

생성물 1

HCID 185489494-(3-Bromo-phenylamino)-6-methylamino-[1,7]naphthyridine-3-carbonitrile

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
90 °C

실험 절차

To 500 mg of 4-(3-bromo-phenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile in 15 mL of absolute ethanol was added 4 mL of 40% aqueous methyl amine. The sealed reaction was heated at 90° C. for 24 hours, stripped of solvents, and purified by flash chromatography on silica gel with a gradient of 0-1% methanol/chloroform followed by purification by preparative thin-layer chromatography with 5% methanol/chloroform to yield 86 mg of 4-(3-bromo-phenylamino)-6-methylamino-[1,7]naphthyridine-3-carbonitrile as an amorphous solid: melting point 250° C. (decomposed); mass spectrum (m/e): M+H 354.1, 356.1.

후처리

  1. customThe sealed reaction
  2. custompurified by flash chromatography on silica gel with a gradient of 0-1% methanol/chloroform
  3. customfollowed by purification by preparative thin-layer chromatography with 5% methanol/chloroform

출처 및 근거

ORD 기록
ord-bc947595793d416ab2614c0ef3fcc00b
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06548496B2

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