Water → 2-[2-Amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl propionate

HRID 1631166ノート

反応式

HRID 1631166 の反応式
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].[NH2:6][C:7]1[N:16]=[C:15]([C:17]([N:19]2[CH2:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:20]2)=[O:18])[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:28]3[CH:33]=[C:32]([F:34])[C:31]([F:35])=[CH:30][C:29]=3[CH2:36][OH:37])[CH:13]=2)[N:8]=1.C(OCC)(=O)C.O>CN(C)C1C=CN=CC=1.CN(C)C=O>[C:1]([O:37][CH2:36][C:29]1[CH:30]=[C:31]([F:35])[C:32]([F:34])=[CH:33][C:28]=1[C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH2:6])[N:16]=[C:15]2[C:17]([N:19]1[CH2:20][C:21]2[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:27]1)=[O:18])(=[O:4])[CH2:2][CH3:3]

参加物

7

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 62324Propionyl chlorideHCID 56943446[2-Amino-6-[4,5-difluoro-2-(hydroxymethyl)phenyl]quinazolin-4-yl]isoindolin-2-ylmethanone

生成物 1

HCID 569440662-[2-Amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-4,5-difluorobenzyl propionate

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

33 μl of propionyl chloride are added to a solution of 150 mg of [2-amino-6-(4,5-difluoro-2-hydroxymethylphenyl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone and 2 mg of 4-(dimethylamino)pyridine (DMAP) in 5 ml of dimethylformamide, and the mixture is stirred at 80° C. for 16 h. 8 ml of ethyl acetate and 8 ml of water are added, the organic phase is separated off and evaporated to dryness in vacuo. The residue is dissolved in 1 ml of dimethyl sulfoxide and purified by chromatography (reversed phase HPLC).

後処理

  1. customthe organic phase is separated off
  2. customevaporated to dryness in vacuo
  3. dissolutionThe residue is dissolved in 1 ml of dimethyl sulfoxide
  4. custompurified by chromatography (reversed phase HPLC)

出典と根拠

ORDレコード
ord-cd43aeb1495c4f62841b01b8ebc6e0ea
出典データセット
uspto-grants-2014_07
特許番号
US08791129B2

反応ノート

読み込み中…