(+-)-2-Butanol → N-(2-(2-bromophenoxy)pyrimidin-5-yl)-4-phenylphthalazin-1-amine

HRID 593996

反応式

HRID 593996 の反応式
[Br:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[O:4][C:5]1[N:10]=[CH:9][C:8]([NH2:11])=[CH:7][N:6]=1.Cl[C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[N:19][N:18]=1.CC(O)CC.C1C2C(=CC=CC=2)C=NN=1>CCCCCC>[Br:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[O:4][C:5]1[N:6]=[CH:7][C:8]([NH:11][C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[N:19][N:18]=2)=[CH:9][N:10]=1

参加物

6

反応物 4

HCID 6568(+-)-2-ButanolHCID 9207PhthalazineHCID 2721091-Chloro-4-phenylphthalazineHCID 611477222-(2-Bromophenoxy)pyrimidin-5-amine

生成物 1

HCID 57756263N-(2-(2-bromophenoxy)pyrimidin-5-yl)-4-phenylphthalazin-1-amine

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

反応条件

温度
120 °C

実験手順

2-(2-Bromophenoxy)pyrimidin-5-amine (3.01 g, 11.3 mmol), 1-chloro-4-phenylphthalazine (2.72 g, 11.3 mmol), and butan-2-ol (56.6 ml, 11.3 mmol) were placed in a sealed tube. The reaction vessel was sealed and mixture heated to 120° C. After 1.5 h, LCMS showed mainly product as [M+H]+=470 and a small amount of bromo starting material. 200 mg of phthalazine was added. After another 3.5 h, the reaction was cooled to RT. Hexane was added to allow a yellow solids to precipitate. The yellow solids were filtered and recrystallized with DCM and hexanes. The resulting dark brown solids were dried under vacuum overnight, affording the product, N-(2-(2-bromophenoxy)pyrimidin-5-yl)-4-phenylphthalazin-1-amine.

後処理

  1. customThe reaction vessel was sealed
  2. waitAfter another 3.5 h
  3. temperaturethe reaction was cooled to RT
  4. customto precipitate
  5. filtrationThe yellow solids were filtered
  6. customrecrystallized with DCM and hexanes
  7. customThe resulting dark brown solids were dried under vacuum overnight

出典と根拠

ORDレコード
ord-7be43db68edc41f1a00b1e773e49fb35
出典データセット
uspto-grants-2016_01
特許番号
US09242961B2

関連ノート

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