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

HRID 2387837

반응식

HRID 2387837 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

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

반응 조건

온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-11d56a098c7847de9bd273ca0ca243f5
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08268990B2

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