Triethylamine → HCID 66628311、化合物

HRID 2200942ノート

反応式

HRID 2200942 の反応式
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]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 70223867HCID 70223867、化合物

生成物 1

HCID 66628311HCID 66628311、化合物

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-32cd225acbc5403bbd16f73964f81ec6
出典データセット
uspto-grants-2016_06
特許番号
US09359362B2

反応ノート

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