Triethylamine → HCID 66628311, 화합물

HRID 2200942노트

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HRID 2200942 반응식
C(N(CC)CC)C.[CH3:8][S:9](Cl)(=[O:11])=[O:10].[C:13]([C:15]1[C@@H:20]([C:21]2[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][CH:22]=2)[N:19]2[N:29]=[C:30]([NH:32][C:33](=[O:42])[O:34][CH2:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[N:31]=[C:18]2[N:17]([C:43]2[CH:48]=[CH:47][CH:46]=[C:45]([C:49]([F:52])([F:51])[F:50])[CH:44]=2)[C:16]=1[CH3:53])#[N:14]>N1C=CC=CC=1.C1COCC1>[C:13]([C:15]1[C@@H:20]([C:21]2[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][CH:22]=2)[N:19]2[N:29]=[C:30]([N:32]([S:9]([CH3:8])(=[O:11])=[O:10])[C:33](=[O:42])[O:34][CH2:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[N:31]=[C:18]2[N:17]([C:43]2[CH:48]=[CH:47][CH:46]=[C:45]([C:49]([F:52])([F:51])[F:50])[CH:44]=2)[C:16]=1[CH3:53])#[N:14]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 70223867HCID 70223867, 화합물

생성물 1

HCID 66628311HCID 66628311, 화합물

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 8028Tetrahydrofuran용매

실험 절차

Under an atmosphere of argon protective gas and at room temperature, triethylamine (11.1 mg, 140 μmol, 2.6 eq.) and methanesulfonyl chloride (41 mg, 360 μmol, 10 eq.) were added to a solution of benzyl {(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-2-yl}carbamate (20 mg, 36 μmol; Example 38) in dry pyridine (2 ml) and THF (2 ml), and the mixture was stirred for 12 h. The reaction mixture was then concentrated under reduced pressure and directly purified by preparative HPLC (Reprosil C18 column, 30×200 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (17.4 mg, 72% of theory).

후처리

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. customdirectly purified by preparative HPLC (Reprosil C18 column, 30×200 mm; mobile phase: acetonitrile-water-0.1% TFA)
  3. customAfter lyophilization, the product was obtained as a solid (17.4 mg, 72% of theory)

출처 및 근거

ORD 기록
ord-32cd225acbc5403bbd16f73964f81ec6
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09359362B2

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