Hydrazine hydrate (1:1) → 6-Chloro-4-(isopropylamino)nicotinohydrazide

HRID 595465

反応式

HRID 595465 の反応式
[Cl:1][C:2]1[CH:12]=[C:11]([NH:13][CH:14]2[CH2:17]C[CH2:15]2)[C:5]([C:6](OCC)=[O:7])=[CH:4][N:3]=1.O.[NH2:19][NH2:20]>C(O)C>[Cl:1][C:2]1[CH:12]=[C:11]([NH:13][CH:14]([CH3:17])[CH3:15])[C:5]([C:6]([NH:19][NH2:20])=[O:7])=[CH:4][N:3]=1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 89689654Ethyl 6-chloro-4-(cyclobutylamino)nicotinate

生成物 1

HCID 896896686-Chloro-4-(isopropylamino)nicotinohydrazide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

To a stirred solution of ethyl 6-chloro-4-(isopropylamino)nicotinate (2) (3 g, 12.39 mmol) in ethanol (10 mL), hydrazine hydrate (3 mL) was added and refluxed at 80° C. for 3 h. The reaction mixture was cooled and concentrated to obtain crude compound. The residue obtained was triturated with diethyl ether and hexane and filtered to get solid, 6-chloro-4-(isopropylamino)nicotinohydrazide (10). LC/MS: Acquity BEH C18 2.1×50 mm, 1.8 micron; Solvent A=0.1% TFA in water; Solvent B=0.1% TFA in ACN; gradient 0-100% B over 2 min; retention time: 0.58 min; LCMS (ES-API), m/z 229.6 (M+H).

後処理

  1. temperatureThe reaction mixture was cooled
  2. concentrationconcentrated
  3. customto obtain crude compound
  4. customThe residue obtained
  5. customwas triturated with diethyl ether and hexane
  6. filtrationfiltered

出典と根拠

ORDレコード
ord-d80d4f3e2ef447cd9a5fda1d07c38468
出典データセット
uspto-grants-2016_01
特許番号
US09242976B2

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