Triethylamine → HCID 86636517, 화합물

HRID 707120노트

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HRID 707120 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 86636517HCID 86636517, 화합물수율 46%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-15ba90726bec4a468f4cd0515bdc4c72
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174963B2

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