6-Bromo-5-fluoropicolinic Acid → (1R,2R,4R,6S)-4-(3-(6-bromo-5-fluoropicolinamido)pyridin-4-yl)-2-(tert-butoxycarbonylamino)-6-methylcyclohexyl acetate

HRID 2192662노트

반응식

HRID 2192662 반응식
[C:1]([O:4][C@@H:5]1[C@@H:10]([CH3:11])[CH2:9][C@@H:8]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][C:13]=2[NH2:18])[CH2:7][C@H:6]1[NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])(=[O:3])[CH3:2].[Br:27][C:28]1[N:33]=[C:32]([C:34](O)=[O:35])[CH:31]=[CH:30][C:29]=1[F:37]>CCOC(C)=O>[C:1]([O:4][C@@H:5]1[C@@H:10]([CH3:11])[CH2:9][C@@H:8]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][C:13]=2[NH:18][C:34](=[O:35])[C:32]2[CH:31]=[CH:30][C:29]([F:37])=[C:28]([Br:27])[N:33]=2)[CH2:7][C@H:6]1[NH:19][C:20]([O:22][C:23]([CH3:25])([CH3:24])[CH3:26])=[O:21])(=[O:3])[CH3:2]

참가 물질

4

반응물 2

HCID 534011946-Bromo-5-fluoropicolinic AcidHCID 68555677(1R,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-((tert-butoxycarbonyl)amino)-6-methylcyclohexyl acetate

생성물 1

HCID 86639736(1R,2R,4R,6S)-4-(3-(6-bromo-5-fluoropicolinamido)pyridin-4-yl)-2-(tert-butoxycarbonylamino)-6-methylcyclohexyl acetate

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Following Method 9, (1R,2R,4R,6S)-4-(3-aminopyridin-4-yl)-2-(tert-butoxycarbonylamino)-6-methylcyclohexyl acetate and 6-bromo-5-fluoropicolinic acid were coupled and following addition of EtOAc and washing with H2O, NaCl(sat.) and drying over MgSO4, (1R,2R,4R,6S)-4-(3-(6-bromo-5-fluoropicolinamido)pyridin-4-yl)-2-(tert-butoxycarbonylamino)-6-methylcyclohexyl acetate was obtained. LCMS (m/z): 567.2 (MH+), Rt=0.82 min.

후처리

  1. washwashing with H2O, NaCl(sat.)
  2. dry with materialdrying over MgSO4

출처 및 근거

ORD 기록
ord-b12c59701cac410ba633da6a80581fc7
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329732B2

반응 노트

불러오는 중…