Trifluoroacetic acid → HCID 86727668、化合物

HRID 1749683ノート

反応式

HRID 1749683 の反応式
C(O)(C(F)(F)F)=O.[NH2:8][C:9]1[N:10]=[CH:11][C:12]([C:24]2[N:28]([CH2:29][CH3:30])[N:27]=[C:26]([CH:31]3[CH2:36][CH2:35][N:34](C(OC(C)(C)C)=O)[CH2:33][CH2:32]3)[N:25]=2)=[N:13][C:14]=1[C:15]1[O:16][C:17]([C:20]([CH3:23])([CH3:22])[CH3:21])=[N:18][N:19]=1>C(Cl)Cl>[C:20]([C:17]1[O:16][C:15]([C:14]2[C:9]([NH2:8])=[N:10][CH:11]=[C:12]([C:24]3[N:28]([CH2:29][CH3:30])[N:27]=[C:26]([CH:31]4[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]4)[N:25]=3)[N:13]=2)=[N:19][N:18]=1)([CH3:21])([CH3:22])[CH3:23]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 86727667tert-butyl 4-(5-(5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazin-2-yl)-1-ethyl-1H-1,2,4-triazol-3-yl)piperidine-1-carboxylate

生成物 1

HCID 86727668HCID 86727668、化合物収率 100.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

TFA (400 mL) was added portionwise to a solution of tert-butyl 4-(5-(5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazin-2-yl)-1-ethyl-1H-1,2,4-triazol-3-yl)piperidine-1-carboxylate (126 g, 253.22 mmol) in DCM (400 mL). The mixture was stirred for 16 hours at room temperature. The mixture was concentrated under reduced pressure, dissolved in DCM (1 L) and added slowly to a vigorously stirred solution of concentrated aqueous ammonia (500 mL) in water at 0° C. The organic solution was separated from the aqueous and concentrated under reduced pressure* to afford 3-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-5-(1-ethyl-3-(piperidin-4-yl)-1H-1,2,4-triazol-5-yl)pyrazin-2-amine (101 g, 100%) as a yellow solid: 1H NMR Spectrum: (DMSO-d6) 1.4-1.52 (12H, m), 1.57-1.73 (2H, m), 1.83-1.93 (2H, m), 2.57-2.7 (2H, m), 2.71-2.84 (1H, m), 2.96-3.09 (2H, m), 4.58 (2H, q), 8.06 (2H, s), 8.84 (1H, s); Mass Spectrum [M+H]+=398.

後処理

  1. concentrationThe mixture was concentrated under reduced pressure
  2. dissolutiondissolved in DCM (1 L)
  3. additionadded slowly to a vigorously stirred solution of concentrated aqueous ammonia (500 mL) in water at 0° C
  4. customThe organic solution was separated from the aqueous and
  5. concentrationconcentrated under reduced pressure*

出典と根拠

ORDレコード
ord-2c01631d67da49b7946489b481a1b852
出典データセット
uspto-grants-2015_10
特許番号
US09156831B2

反応ノート

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