[(2R)-3-{2-[6-(1-Azetidinyl)-5-fluoro-2-methyl-4-pyrimidinyl]hydrazino}-2-(cyclopentylmethyl)-3-oxopropyl][(phenylmethyl)oxy]formamide → [(2R)-3-{2-[6-(1-azetidinyl)-5-fluoro-2-methyl-4-pyrimidinyl]hydrazino}-2-(cyclopentylmethyl)-3-oxopropyl]hydroxyformamide

HRID 1366407노트

반응식

HRID 1366407 반응식
[N:1]1([C:5]2[N:10]=[C:9]([CH3:11])[N:8]=[C:7]([NH:12][NH:13][C:14](=[O:34])[C@H:15]([CH2:28][CH:29]3[CH2:33][CH2:32][CH2:31][CH2:30]3)[CH2:16][N:17]([O:20]CC3C=CC=CC=3)[CH:18]=[O:19])[C:6]=2[F:35])[CH2:4][CH2:3][CH2:2]1>CO>[N:1]1([C:5]2[N:10]=[C:9]([CH3:11])[N:8]=[C:7]([NH:12][NH:13][C:14](=[O:34])[C@H:15]([CH2:28][CH:29]3[CH2:30][CH2:31][CH2:32][CH2:33]3)[CH2:16][N:17]([OH:20])[CH:18]=[O:19])[C:6]=2[F:35])[CH2:2][CH2:3][CH2:4]1

참가 물질

3

반응물 1

HCID 86636927[(2R)-3-{2-[6-(1-Azetidinyl)-5-fluoro-2-methyl-4-pyrimidinyl]hydrazino}-2-(cyclopentylmethyl)-3-oxopropyl][(phenylmethyl)oxy]formamide

생성물 1

HCID 58000754[(2R)-3-{2-[6-(1-azetidinyl)-5-fluoro-2-methyl-4-pyrimidinyl]hydrazino}-2-(cyclopentylmethyl)-3-oxopropyl]hydroxyformamide수율 98.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

[(2R)-3-{2-[6-(1-Azetidinyl)-5-fluoro-2-methyl-4-pyrimidinyl]hydrazino}-2-(cyclopentylmethyl)-3-oxopropyl][(phenylmethyl)oxy]formamide (3.9 g, 8.0 mmol) was dissolved in 50 mL of MeOH and degassed with argon. 10% Pd/C (400 mg) was added, and the contents were placed under a hydrogen balloon for 4.5 h. The contents were then degassed with argon and filtered through Celite, and the Celite pad was washed with DCM and MeOH. The resulting filtrate was concentrated in vacuo to provide the pure [(2R)-3-{2-[6-(1-azetidinyl)-5-fluoro-2-methyl-4-pyrimidinyl]hydrazino}-2-(cyclopentylmethyl)-3-oxopropyl]hydroxyformamide (3.1 g, 98%). LCMS: (M+H)+: 395.

후처리

  1. customdegassed with argon
  2. addition10% Pd/C (400 mg) was added
  3. customfor 4.5 h
  4. customThe contents were then degassed with argon
  5. filtrationfiltered through Celite
  6. washthe Celite pad was washed with DCM and MeOH
  7. concentrationThe resulting filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-591198adafc34d91af461e364b2c63fc
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07893056B2

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