Triethylamine → HCID 86636517、化合物

HRID 536848ノート

反応式

HRID 536848 の反応式
Cl.[C:2]([O:6][C:7]([N:9]1[CH2:12][CH:11]([CH2:13][NH2:14])[CH2:10]1)=[O:8])([CH3:5])([CH3:4])[CH3:3].CCN(CC)CC.[Cl:22][C:23]1[N:28]=[C:27](Cl)[N:26]=[C:25]([N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)[N:24]=1>C1COCC1>[C:2]([O:6][C:7]([N:9]1[CH2:12][CH:11]([CH2:13][NH:14][C:27]2[N:28]=[C:23]([Cl:22])[N:24]=[C:25]([N:30]3[CH2:31][CH2:32][O:33][CH2:34][CH2:35]3)[N:26]=2)[CH2:10]1)=[O:8])([CH3:5])([CH3:4])[CH3:3]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 810762,4-Dichloro-6-morpholino-1,3,5-triazineHCID 45072199tert-Butyl 3-(aminomethyl)azetidine-1-carboxylate--hydrogen chloride (1/1)

生成物 1

HCID 86636517HCID 86636517、化合物収率 46%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of the 3-aminomethyl-azetidine-1-carboxylic acid tert-butyl ester HCl salt (945 mg, 4.24 mmol) and NEt3 (856 mg, 8.48 mmol) in THF (10 mL) at 0° C. was added a suspension of 2,4-dichloro-6-morpholin-4-yl-[1,3,5]triazine (996 mg, 4.24 mmol) at 0° C. The reaction mixture was stirred for another 1 hr at 0° C. and allowed to warm to 20° C. and stirred for 1-4 hrs to drive the reaction to completion. Silica gel (20 g) was added to the reaction mixture and the solvent was removed so that product was adsorbed on the silica gel. The silica gel plug was placed on top of a column to purify by flash chromatography using CH2Cl2/MeOH/NH3 (20:1:01) eluent. After unifying the product fraction, and evaporation of solvent, (750 mg, 46% yield) product was obtained as yellow solid; MS (ESI) m/z 385

後処理

  1. temperatureto warm to 20° C.
  2. stirringstirred for 1-4 hrs
  3. customthe reaction to completion
  4. additionSilica gel (20 g) was added to the reaction mixture
  5. customthe solvent was removed so that product
  6. customto purify by flash chromatography
  7. customthe product fraction, and evaporation of solvent

出典と根拠

ORDレコード
ord-84a213faa65948498059ff73c2e0e72d
出典データセット
uspto-grants-2014_10
特許番号
US08859542B2

反応ノート

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