Hydrochloric Acid → HCID 178464667, 화합물

HRID 1044715노트

반응식

HRID 1044715 반응식
Cl.[CH2:2]([NH:4][C:5]([N:7]1[CH2:11][C:10]([CH3:13])([CH3:12])[CH:9]=[N:8]1)=[NH:6])[CH3:3].CCN(P1(N(C)CCCN1C)=NC(C)(C)C)CC.[Br:32][C:33]1[CH:34]=[C:35]([S:46](Cl)(=[O:48])=[O:47])[CH:36]=[CH:37][C:38]=1[NH:39][C:40](=[O:45])[C:41]([F:44])([F:43])[F:42].Cl>C1COCC1>[Br:32][C:33]1[CH:34]=[C:35]([S:46](=[O:48])(=[O:47])[N:6]=[C:5]([N:7]2[CH2:11][C:10]([CH3:12])([CH3:13])[CH:9]=[N:8]2)[NH:4][CH2:2][CH3:3])[CH:36]=[CH:37][C:38]=1[NH:39][C:40](=[O:45])[C:41]([F:43])([F:44])[F:42]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 35138512-((1,1-Dimethylethyl)imino)-N,N-diethylhexahydro-1,3-dimethyl-2lambda5-1,3,2-diazaphosphorin-2-amineHCID 581587063-Bromo-4-(2,2,2-trifluoroacetamido)benzene-1-sulfonyl chlorideHCID 178464603HCID 178464603, 화합물

생성물 1

HCID 178464667HCID 178464667, 화합물수율 78.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1.20 g N-ethyl-4,4-dimethyl-4,5-dihydro-pyrazole-1-carboxamidine hydrochloride in 35 mL dry THF was added 5.1 mL (3.0 equiv.) BEMP and the reaction mixture was stirred for 10 minutes at room temperature. 2.15 g (1.0 equiv.) 3-Bromo-4-(2,2,2-trifluoro-acetylamino)-benzenesulfonyl chloride was added in one portion and the resulting bright yellow solution was stirred overnight at room temperature. The reaction mixture was acidified with 1N HCl and extracted twice with EA. The combined organic layers were dried over Na2SO4, filtered and evaporated under reduced pressure. Purification by flash chromatography (Et2O/PA 1:1→Et2O) afforded 2.29 g (78%) of product. 1H NMR (400 MHz, CDCl3) δ 1.18 (t, J=7.3 Hz, 3H), 1.24 (s, 6H), 3.43-3.51 (m, 2H), 3.79 (br.s, 2H), 6.78 (s, 1H), 7.93 (dd, J=8.6, 2.0 Hz, 1H), 8.19 (d, J=2.0 Hz, 1H), 8.39 (d, J=8.6 Hz, 1H), 8.61 (br.s., 1H).

후처리

  1. stirringthe resulting bright yellow solution was stirred overnight at room temperature
  2. extractionextracted twice with EA
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customPurification by flash chromatography (Et2O/PA 1:1→Et2O)

출처 및 근거

ORD 기록
ord-6502296579454a179c9a8d521ec61f53
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08563723B2

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