Trifluoroacetic acid → HCID 59655349, 화합물

HRID 2053589노트

반응식

HRID 2053589 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:34])[CH2:9][C:10]2[N:11](C(OC(C)(C)C)=O)[C@H:12]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C@H:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:14]=2)=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O.C(=O)(O)[O-].[Na+]>ClCCl>[C:21]1([C@H:12]2[C@@H:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[NH:14][C:10]([CH2:9][C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)=[O:34])=[N:11]2)[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 865963372-[2-(4-Fluorophenyl)-2-oxoethyl]-cis-4,5-diphenyl-4,5-dihydro-imidazole-1-carboxylic Acid, Tert-Butyl Ester

생성물 1

HCID 59655349HCID 59655349, 화합물수율 47.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a cold (0° C.) solution of 257 (458 mg, 1.0 mmol) in dichloromethane (25 mL) is added TFA (1.5 mL). The reaction mixture is stirred for 20 min. at 0° C., and at RT for 30 min. The solution is poured into cold sat. sodium bicarbonate solution, and the mixture extracted with EtOAc. The organic layer is separated, dried (MgSO4), and filtered. The filtrate is rotary evaporated, and the residue is recrystallized from Et2O to give 170 mg of the product 258. 1H NMR (CDCl3) δ 10.60-8.80 (bs, 1H), 8.00-7.80 (m, 2H), 7.20-7.00 (m, 9H), 7.00-6.85 (m, 4H), 5.50 (bs, 1H), 5.30 (s, 2H); MS: m/z 359 (M++1).

후처리

  1. waitat RT for 30 min
  2. extractionthe mixture extracted with EtOAc
  3. customThe organic layer is separated
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customthe residue is recrystallized from Et2O

출처 및 근거

ORD 기록
ord-c4f0367189994cd6a98bbba40f973abe
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07326792B2

반응 노트

불러오는 중…