Water → 2-[6-(2,4-Difluoro-phenoxy)-quinazolin-2-ylamino]-2-ethyl-propane-1,3-diol

HRID 272593

反応式

HRID 272593 の反応式
Cl[C:2]1[N:11]=[C:10](N)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:13][C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=3[F:21])[CH:8]=2)[N:3]=1.[NH2:22][C:23]([CH2:28][CH3:29])([CH2:26][OH:27])[CH2:24][OH:25].O>CN1C(=O)CCC1>[F:21][C:15]1[CH:16]=[C:17]([F:20])[CH:18]=[CH:19][C:14]=1[O:13][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([NH:22][C:23]([CH2:28][CH3:29])([CH2:26][OH:27])[CH2:24][OH:25])[N:11]=[CH:10]2

参加物

5

反応物 3

HCID 962WaterHCID 82822-Amino-2-ethyl-1,3-propanediolHCID 589051302-Chloro-6-(2,4-difluoro-phenoxy)-quinazolin-4-ylamine

生成物 1

HCID 114516482-[6-(2,4-Difluoro-phenoxy)-quinazolin-2-ylamino]-2-ethyl-propane-1,3-diol収率 47%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

Compound (1G) (250 mg, 0.85 mmol) and 2-amino-2-ethyl-1,3-propanediol (298 mg, 2.5 mmol) in NMP (0.25 mL) were stirred at 120° C. for 4 h. After cooling to room temperature, the reaction mixture was poured into water and extracted with EtOAc (2×25 mL). The combined organic layers were dried over sodium sulfate and evaporated in vacuo. The crude product was purified by chromatography (silica gel, CH2Cl2:MeOH, 95:5) to afford 150 mg of the above-titled compound (Example 1). Mp=110-112.9° C. MW (M+H)+=376.

後処理

  1. extractionextracted with EtOAc (2×25 mL)
  2. dry with materialThe combined organic layers were dried over sodium sulfate
  3. customevaporated in vacuo
  4. customThe crude product was purified by chromatography (silica gel, CH2Cl2:MeOH, 95:5)

出典と根拠

ORDレコード
ord-0c25bd77008b4b73822db6a0aca19c81
出典データセット
uspto-grants-2008_11
特許番号
US07456185B2

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