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

HRID 1959357노트

반응식

HRID 1959357 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f4b3f02a7da4447a86571d57bc2c52dc
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08410112B2

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