반응식
[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([O:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=2[O:20][CH3:21])[CH:3]=1.[NH2:22][C:23]1[CH:28]=[CH:27][N:26]=[C:25]([C:29]([O:31]C)=[O:30])[CH:24]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.[OH-].[Na+]>[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][C:5]([C:6]([NH:22][C:23]2[CH:28]=[CH:27][N:26]=[C:25]([C:29]([OH:31])=[O:30])[CH:24]=2)=[O:8])=[C:4]([O:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=2[O:20][CH3:21])[CH:3]=1참가 물질
6
반응물 3
생성물 1
시약·촉매·용매 2
반응 조건
- 온도
- 50 °C
실험 절차
4,5-Dichloro-2-(4-fluoro-2-methoxy-phenoxy)benzoic acid (40 mg, 0.12 mmol), methyl 4-aminopicolinate (36.5 mg, 0.24 mmol) and HATU (45.9 mg, 0.12 mmol) were combined in DMF (1 mL) and heated at 50° c. for 2 hours. The reaction was treated with 10 drops of 3 M NaOH and heated at 50° C. for 16 h. The reaction was filtered and purified by reverse phase HPLC using a gradient of acetonitrile in water containing HCl (5 mM) as a modifier (10-99%) to yield 4-(4,5-dichloro-2-(4-fluoro-2-methoxyphenoxy)benzamido)picolinic acid (76) (3.80 mg, 7%). ESI-MS m/z calc. 450.02, found 451.1 (M+1)+; Retention time: 1.47 minutes (3 minutes run).
후처리
- temperatureheated at 50° c
- filtrationThe reaction was filtered
- custompurified by reverse phase HPLC
- additioncontaining HCl (5 mM) as a modifier (10-99%)
출처 및 근거
- ORD 기록
- ord-e133735061df45b5a7dec9d5febd4b4e
- 출처 데이터셋
- uspto-grants-2015_08
- 특허 번호
- US09108903B2
연결된 노트
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