[(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 1366407ノート

反応式

HRID 1366407 の反応式
[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

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

[(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.

後処理

  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

出典と根拠

ORDレコード
ord-591198adafc34d91af461e364b2c63fc
出典データセット
uspto-grants-2011_02
特許番号
US07893056B2

反応ノート

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