Acetic Acid → 2-Amino-6-methoxymethylnicotinic acid

HRID 1171197노트

반응식

HRID 1171197 반응식
C[O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][O:11][CH3:12])=[N:6][C:5]=1[NH2:13].O1CCCC1.O.[OH-].[Na+].C(O)(=O)C>O.CO>[NH2:13][C:5]1[N:6]=[C:7]([CH2:10][O:11][CH3:12])[CH:8]=[CH:9][C:4]=1[C:3]([OH:14])=[O:2]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 8028TetrahydrofuranHCID 23719242Sodium hydroxide--water (1/1/1)HCID 592553992-Amino-6-methoxymethyl-nicotinic acid methyl ester

생성물 1

HCID 231304372-Amino-6-methoxymethylnicotinic acid수율 80%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a mixture of 2-amino-6-methoxymethyl-nicotinic acid methyl ester (2.9 g, 15 mmol) described in Production Example 4-1-4, tetrahydrofuran (30 mL), methanol (7.5 mL) and water (7.5 ml) was added sodium hydroxide monohydrate (1.2 g, 29 mmol), which was stirred overnight at room temperature. To the reaction mixture was added acetic acid (1.7 mL, 29 mmol), followed by distilling off the solvent under a reduced pressure. The residue was dissolved in methanol/ethyl acetate (1/3) and filtered using silica gel. The filtrate was collected, concentrated under a reduced pressure and the residue was washed with water to obtain the title compound (2.1 g, 12 mmol, 80%) as a pale yellow solid.

후처리

  1. distillationby distilling off the solvent under a reduced pressure
  2. dissolutionThe residue was dissolved in methanol/ethyl acetate (1/3)
  3. filtrationfiltered
  4. customThe filtrate was collected
  5. concentrationconcentrated under a reduced pressure
  6. washthe residue was washed with water

출처 및 근거

ORD 기록
ord-079ba7fe27774fc78f2092818aed9aac
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07829585B2

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