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Water → 2-(3-Azabicyclo[3.1.0]hexan-3-yl)-4-((3-chloro-4-methoxybenzyl)amino)pyrimidine-5-carboxylic acid

HRID 2200868
ノート
印刷プレビュー

反応式

HRID 2200868 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[CH2:5][NH:6][C:7]1[C:12]([C:13]([OH:15])=[O:14])=[CH:11][N:10]=[C:9](S(C)=O)[N:8]=1.Cl.[CH:25]12[CH2:30][CH:29]1[CH2:28][NH:27][CH2:26]2.C(N(CC)CC)C.O>C1COCC1>[CH:25]12[CH2:30][CH:29]1[CH2:28][N:27]([C:9]1[N:8]=[C:7]([NH:6][CH2:5][C:4]3[CH:19]=[CH:20][C:21]([O:22][CH3:23])=[C:2]([Cl:1])[CH:3]=3)[C:12]([C:13]([OH:15])=[O:14])=[CH:11][N:10]=1)[CH2:26]2
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 223352893-Azabicyclo[3.1.0]hexane hydrochlorideHCID 118157672Avanafil Impurity 37

生成物 1

HCID 1176225452-(3-Azabicyclo[3.1.0]hexan-3-yl)-4-((3-chloro-4-methoxybenzyl)amino)pyrimidine-5-carboxylic acid

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

In THF (15 mL) were dissolved 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylsulfinyl)pyrimidine-5-carboxylic acid (196 mg, 0.55 mmol) and 3-azabicyclo[3.1.0]hexan hydrochloride salt (79 mg, 0.66 mmol). The solution was cooled in an ice bath and triethylamine (167 mg, 1.65 mmol) was then added dropwisely. The reaction was warmed to ambient temperature for 5 h. Then water was added and the reaction mixture was extracted with DCM. The organic phase was dried and concentrated to give a solid. The product was used in the subsequent procedure without further purification.

後処理

  1. temperatureThe solution was cooled in an ice bath
  2. extractionthe reaction mixture was extracted with DCM
  3. customThe organic phase was dried
  4. concentrationconcentrated
  5. customto give a solid
  6. customThe product was used in the subsequent procedure without further purification

出典と根拠

ORDレコード
ord-2a135e321bc746c083e1e3ff2ea8e92d
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09359371B2

反応ノート

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