Methanol → (S)-2-(4-((2-Amino-4-(1-hydroxyheptan-3-ylamino)-6-methylpyrimidin-5-yl)methyl)-3-fluorophenyl)acetic acid

HRID 1617183ノート

反応式

HRID 1617183 の反応式
[OH-:1].[K+].[NH2:3][C:4]1[N:9]=[C:8]([NH:10][C@@H:11]([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:12][CH2:13][OH:14])[C:7]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([CH2:26][C:27]#N)=[CH:22][C:21]=2[F:29])=[C:6]([CH3:30])[N:5]=1.C[OH:32]>>[NH2:3][C:4]1[N:9]=[C:8]([NH:10][C@@H:11]([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:12][CH2:13][OH:14])[C:7]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([CH2:26][C:27]([OH:32])=[O:1])=[CH:22][C:21]=2[F:29])=[C:6]([CH3:30])[N:5]=1

参加物

4

反応物 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 68954091(S)-2-(4-((2-Amino-4-(1-hydroxyheptan-3-ylamino)-6-methylpyrimidin-5-yl)methyl)-3-fluorophenyl)acetonitrile

生成物 1

HCID 68956559(S)-2-(4-((2-Amino-4-(1-hydroxyheptan-3-ylamino)-6-methylpyrimidin-5-yl)methyl)-3-fluorophenyl)acetic acid

反応条件

温度
70 °C

実験手順

A 5M aqueous solution of potassium hydroxide (0.58 mL) was added to a stirred solution of the product from step (iv) (0.11 g) in MeOH (1.5 mL). The mixture was heated at 70° C. for 15 h. The solvent was evaporated under reduced pressure and the aqueous residue was adjusted to pH ˜7 with concentrated HCl. The aqueous was extracted with EtOAc and the combined organic phase was dried, filtered and evaporated to the subtitle compound, 0.102 g.

後処理

  1. customThe solvent was evaporated under reduced pressure
  2. extractionThe aqueous was extracted with EtOAc
  3. customthe combined organic phase was dried
  4. filtrationfiltered
  5. customevaporated to the subtitle compound, 0.102 g

出典と根拠

ORDレコード
ord-b20c91ec4c134d3893fc3df069e25c3f
出典データセット
uspto-grants-2014_07
特許番号
US08765939B2

反応ノート

読み込み中…