Sodium Bicarbonate → HCID 90017711、化合物

HRID 1055004ノート

反応式

HRID 1055004 の反応式
[CH2:1]([C:3]1[C:4]([NH:10][NH:11][C:12](=O)[CH2:13][CH2:14][C:15]2[N:19]([CH3:20])[N:18]=[C:17]([N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)[N:16]=2)=[N:5][C:6]([CH3:9])=[N:7][CH:8]=1)[CH3:2].CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC.C(=O)(O)[O-].[Na+]>O1CCCC1>[CH2:1]([C:3]1[C:4]2[N:5]([C:12]([CH2:13][CH2:14][C:15]3[N:19]([CH3:20])[N:18]=[C:17]([N:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)[N:16]=3)=[N:11][N:10]=2)[C:6]([CH3:9])=[N:7][CH:8]=1)[CH3:2]

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 90017038HCID 90017038、化合物

生成物 1

HCID 90017711HCID 90017711、化合物収率 128.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
80 °C

実験手順

N′-(5-Ethyl-2-methylpyrimidin-4-yl)-3-(1-methyl-3-(pyrrolidin-1-yl)-1H-1,2,4-triazol-5-yl)propanehydrazide (56.6 mg, 158 μmol) in tetrahydrofuran (4 ml) was added to Burgess reagent (155 mg, 632 μmol). The mixture was heated in a sealed tube at 80° C. for 1 h. Saturated sodium bicarbonate solution was added and extracted with dichloromethane. The organic layers were dried over sodium sulfate and concentrated to an oil to afford the desired product (69 mg) as a yellow solid which was used without further purification in the next step. MS: m/z=341.2 (M+H+)

後処理

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic layers were dried over sodium sulfate
  3. concentrationconcentrated to an oil

出典と根拠

ORDレコード
ord-922df7ab2a5d4cf6bd9ed24684fec3b8
出典データセット
uspto-grants-2016_07
特許番号
US09394311B2

反応ノート

読み込み中…