Potassium Carbonate → (S)-tert-Butyl 1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamate

HRID 216909노트

반응식

HRID 216909 반응식
[NH2:1][C:2](=[O:20])[C@@H:3]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[CH2:4][C:5]1[CH:10]=[CH:9][C:8](I)=[CH:7][CH:6]=1.[C:21]([C:23]1[CH:28]=[CH:27][C:26](B(O)O)=[CH:25][CH:24]=1)#[N:22].C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[NH2:1][C:2](=[O:20])[C@@H:3]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:26]2[CH:27]=[CH:28][C:23]([C:21]#[N:22])=[CH:24][CH:25]=2)=[CH:7][CH:6]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 27343264-Cyanophenylboronic acidHCID 57999635(S)-tert-Butyl (1-amino-3-(4-iodophenyl)-1-oxopropan-2-yl)carbamate

생성물 1

HCID 59568594(S)-tert-Butyl 1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamate수율 105.8%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

(S)-tert-Butyl 1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamate (Example 3, step (i), 3.17 g) and 4-cyanophenylboronic acid (1.19 g) in dioxane (5 mL) were treated with 1,1 bis(di-tert-butylphosphino)ferrocene palladium dichloride (0.08 g) and the mixture was stirred at room temperature for 15 min under nitrogen. An aqueous solution of potassium carbonate (2M, 8.12 mL) was added and the mixture was stirred for 18 h at 75° C. The reaction mixture was extracted with ethyl acetate, dried and evaporated to afford the sub-titled compound (3.13 g).

후처리

  1. stirringthe mixture was stirred for 18 h at 75° C
  2. extractionThe reaction mixture was extracted with ethyl acetate
  3. customdried
  4. customevaporated

출처 및 근거

ORD 기록
ord-f2035795ecc84f52939f3fe74f2056fc
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193239B2

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