Sodium Hydroxide → 3-Amino-N-(2-amino-3,3,3-trifluoro-2-methylpropyl)-6-methoxy-5-(trifluoromethyl)picolinamide

HRID 887846노트

반응식

HRID 887846 반응식
[NH2:1][C:2]1[C:3]([C:14]([NH:16][CH2:17][C:18]([NH:24]CC2C=CC(OC)=CC=2)([CH3:23])[C:19]([F:22])([F:21])[F:20])=[O:15])=[N:4][C:5]([O:12][CH3:13])=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[OH-].[Na+]>C(O)(C(F)(F)F)=O>[NH2:1][C:2]1[C:3]([C:14]([NH:16][CH2:17][C:18]([NH2:24])([CH3:23])[C:19]([F:22])([F:20])[F:21])=[O:15])=[N:4][C:5]([O:12][CH3:13])=[C:6]([C:8]([F:10])([F:11])[F:9])[CH:7]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 584423323-Amino-6-methoxy-N-(3,3,3-trifluoro-2-(4-methoxybenzylamino)-2-methylpropyl)-5-(trifluoromethyl)picolinamide

생성물 1

HCID 584423583-Amino-N-(2-amino-3,3,3-trifluoro-2-methylpropyl)-6-methoxy-5-(trifluoromethyl)picolinamide

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

A mixture comprising 3-amino-6-methoxy-N-(3,3,3-trifluoro-2-(4-methoxybenzylamino)-2-methylpropyl)-5-(trifluoromethyl)picolinamide (Ex. 18) (0.9 g, 1.873 mmo) in TFA (50 ml) was heated to 50° C. for 2 h. After cooling to RT, the pH was adjusted to pH 12 using 2M NaOH. The product was extracted with DCM and the organic extract was washed with water, dried over MgSO4 and concentrated in vacuo. The crude product was loaded onto a SCX-2 cartridge eluting with MeOH followed by 2M NH3 in MeOH. The methanolic ammonia fractions were concentrated in vacuo and dried under vacuum to afford the title compound. 1H NMR (400 MHz, DMSO-d6) δ 8.35 (1H, m), 7.67 (1H, s), 6.67 (2H, s), 3.93 (3H, s), 3.58 (1H, m), 3.40 (1H, m), 2.22 (2H, s), 1.14 (3H, s).

후처리

  1. extractionThe product was extracted with DCM
  2. extractionthe organic extract
  3. washwas washed with water
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo
  6. washeluting with MeOH
  7. concentrationThe methanolic ammonia fractions were concentrated in vacuo
  8. customdried under vacuum

출처 및 근거

ORD 기록
ord-e81d7844acc64abbb4b2121b8f9073c1
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247436B2

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