Methanol → 3-Amino-6-(4-(tert-butoxycarbonyl)piperazin-1-yl)pyrazine-2-carboxylic acid

HRID 1959357ノート

反応式

HRID 1959357 の反応式
CN1[C:11](=[O:12])[C:10]2[C:5](=[N:6][CH:7]=[C:8]([N:13]3[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]3)[N:9]=2)[N:4]=C1.C[OH:27]>[OH-].[Na+]>[NH2:4][C:5]1[C:10]([C:11]([OH:27])=[O:12])=[N:9][C:8]([N:13]2[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:23])([CH3:25])[CH3:24])=[O:20])[CH2:15][CH2:14]2)=[CH:7][N:6]=1

参加物

4

反応物 2

HCID 887MethanolHCID 66745135Tert-butyl 4-(3-methyl-4-oxo-3,4-dihydropteridin-6-yl)piperazine-1-carboxylate

生成物 1

HCID 667448533-Amino-6-(4-(tert-butoxycarbonyl)piperazin-1-yl)pyrazine-2-carboxylic acid収率 34%

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

実験手順

Tert-butyl 4-(3-methyl-4-oxo-pteridin-6-yl)piperazine-1-carboxylate (25 g, 72.17 mmol) was stirred in NaOH (250 mL of 10% w/w,) and MeOH (250 mL) overnight at RT. The resulting suspension was concentrated and then acidified with formic acid followed by extraction of the aqueous with DCM. The mixture was treated with water, taken to pH 10 and filtered. The aqueous layer was reacidified and the resulting precipitated product was extracted into DCM and concentrated to give the product as a yellow solid (8 g, 24.74 mmol, 34% Yield).

後処理

  1. customat RT
  2. concentrationThe resulting suspension was concentrated
  3. extractionfollowed by extraction of the aqueous with DCM
  4. additionThe mixture was treated with water
  5. filtrationfiltered
  6. customthe resulting precipitated product
  7. extractionwas extracted into DCM
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-f4b3f02a7da4447a86571d57bc2c52dc
出典データセット
uspto-grants-2013_04
特許番号
US08410112B2

反応ノート

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