Triethylamine → HCID 66628311、化合物

HRID 1046842ノート

反応式

HRID 1046842 の反応式
C(N(CC)CC)C.[CH3:8][S:9](Cl)(=[O:11])=[O:10].[CH2:13]([O:20][C:21](=[O:53])[NH:22][C:23]1[N:52]=[C:26]2[N:27]([C:42]3[CH:47]=[CH:46][CH:45]=[C:44]([C:48]([F:51])([F:50])[F:49])[CH:43]=3)[C:28]([CH3:41])=[C:29]([C:39]#[N:40])[C@@H:30]([C:31]3[CH:36]=[CH:35][C:34]([C:37]#[N:38])=[CH:33][CH:32]=3)[N:25]2[N:24]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>N1C=CC=CC=1.C1COCC1>[CH2:13]([O:20][C:21](=[O:53])[N:22]([C:23]1[N:52]=[C:26]2[N:27]([C:42]3[CH:47]=[CH:46][CH:45]=[C:44]([C:48]([F:51])([F:49])[F:50])[CH:43]=3)[C:28]([CH3:41])=[C:29]([C:39]#[N:40])[C@@H:30]([C:31]3[CH:32]=[CH:33][C:34]([C:37]#[N:38])=[CH:35][CH:36]=3)[N:25]2[N:24]=1)[S:9]([CH3:8])(=[O:11])=[O:10])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

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 mmol, 2.6 eq.) and methanesulfonyl chloride (41 mg, 360 mmol, 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 mmol; 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-613e886043164c128b125af9269b90b8
出典データセット
uspto-grants-2013_10
特許番号
US08569314B2

反応ノート

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