Triethylamine → tert-butyl (5-{5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyrazin-2-yl}-2H-tetrazol-2-yl)acetate

HRID 729455노트

반응식

HRID 729455 반응식
[Br:1][C:2]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[N:15][C:14]([C:17]3[N:18]=[N:19][NH:20][N:21]=3)=[CH:13][N:12]=2)[CH2:7][CH2:6]1.C(N(CC)CC)C.Br[CH2:35][C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37]>C1COCC1>[Br:1][C:2]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[N:12]=[CH:13][C:14]([C:17]3[N:18]=[N:19][N:20]([CH2:35][C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[N:21]=3)=[N:15][CH:16]=2)[CH2:7][CH2:6]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 79177tert-Butyl bromoacetateHCID 57832734HCID 57832734, 화합물

생성물 1

HCID 86621799tert-butyl (5-{5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyrazin-2-yl}-2H-tetrazol-2-yl)acetate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a mixture of 2-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-5-(2H-tetrazol-5-yl)pyrazine from Step 6 (5.00 g, 11.9 mmol) and triethylamine (3.32 mL, 23.8 mmol) in THF (50 mL) at 60° C. was added tert-butyl bromoacetate (3.48 g, 17.9 mmol). After a period of 1 h at 60° C., the reaction mixture was partitioned between ethyl acetate and saturated ammonium chloride. The organic phase was separated, dried over sodium sulfate, filtered and evaporated. To the solid was added 50 mL of acetone followed by slow addition of 100 mL of hexane. The resulting solid was filtered to provide tert-butyl (5-{5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyrazin-2-yl}-2H-tetrazol-2-yl)acetate.

후처리

  1. customthe reaction mixture was partitioned between ethyl acetate and saturated ammonium chloride
  2. customThe organic phase was separated
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. additionTo the solid was added 50 mL of acetone
  7. additionfollowed by slow addition of 100 mL of hexane
  8. filtrationThe resulting solid was filtered

출처 및 근거

ORD 기록
ord-9412a985543a4603a570e372dbcb6613
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582633B2

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