Water → 2-{2-[1-(5-Chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanamine

HRID 1039105ノート

反応式

HRID 1039105 の反応式
[N:1]([CH2:4][CH2:5][CH:6]1[CH2:8][CH:7]1[CH:9]1[CH2:14][CH2:13][N:12]([C:15]2[N:20]=[CH:19][C:18]([Cl:21])=[CH:17][N:16]=2)[CH2:11][CH2:10]1)=[N+]=[N-].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.O>C1COCC1>[Cl:21][C:18]1[CH:17]=[N:16][C:15]([N:12]2[CH2:13][CH2:14][CH:9]([CH:7]3[CH2:8][CH:6]3[CH2:5][CH2:4][NH2:1])[CH2:10][CH2:11]2)=[N:20][CH:19]=1

参加物

5

反応物 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 86666146HCID 86666146、化合物

生成物 1

HCID 669270622-{2-[1-(5-Chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanamine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2-{4-[2-(2-azidoethyl)cyclopropyl]piperidin-1-yl}-5-chloropyrimidine from step 2 of this example (28 mg, 0,091 mmol) was dissolved in 0.821 mL THF. PPh3 (47.9 mg, 0.182 mmol) was added, followed by addition of 0.091 mL water. The reaction mixture was stirred at room temperature for 1 hour then 40° C. for 3 hours before cooled back to room temperature. The solvent was evaporated in vacuum. The residue was purified by column chromatography eluting with 10% 2M NH3-MeOH/ethyl acetate to give the titled compound. LRMS calc: 280.8; obs: 281.1 (M+1).

後処理

  1. temperature40° C. for 3 hours before cooled back to room temperature
  2. customThe solvent was evaporated in vacuum
  3. customThe residue was purified by column chromatography
  4. washeluting with 10% 2M NH3-MeOH/ethyl acetate

出典と根拠

ORDレコード
ord-7da1855485bb4a1aa25a5360248006ab
出典データセット
uspto-grants-2013_10
特許番号
US08552022B2

反応ノート

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