Hydrochloric Acid → Tert-butyl 3-amino-3-(pyrimidin-2-yl)azetidine-1-carboxylate hydrochloride

HRID 509559노트

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HRID 509559 반응식
CC(C)(S([NH:6][C:7]1([C:18]2[N:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[CH2:10][N:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:8]1)=O)C.[ClH:25].CCOCC>CO>[ClH:25].[NH2:6][C:7]1([C:18]2[N:19]=[CH:20][CH:21]=[CH:22][N:23]=2)[CH2:8][N:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:10]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 89825281Tert-butyl 3-(1,1-dimethylethylsulfinamido)-3-(pyrimidin-2-yl)azetidine-1-carboxylate

생성물 1

HCID 89825528Tert-butyl 3-amino-3-(pyrimidin-2-yl)azetidine-1-carboxylate hydrochloride수율 87%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

tert-Butyl 3-(1,1-dimethylethylsulfinamido)-3-(pyrimidin-2-yl)azetidine-1-carboxylate (40 mg, 0.113 mmol) in MeOH (0.5 ml) in a 10 ml round-bottomed flask was cooled to 0° C. A solution of HCl in ether (0.141 ml, 0.564 mmol, 4 N) was added. The mixture was then stirred at 0° C. for 15 min and then concentrated at room temperature. The residue was triturated with hexane and diethyl ether. The resulting solid was allowed to settle and supernatant liquid was decanted. The solid obtained was dried under vacuo to afford tert-butyl 3-amino-3-(pyrimidin-2-yl)azetidine-1-carboxylate hydrochloride Yield: 28 mg (87%). 1H NMR (400 MHz, DMSO-d6): δ 9.08 (bs, 2H), 9.0 (d, J=4.8 Hz, 2H), 7.63 (t, J=4.8 Hz, 1H), 4.23-4.21 (m, 4H), 1.43 (s, 9H). LCMS: (ES+) m/z observed=151.2 (M+H)+ of 3-(pyrimidin-2-yl)azetidin-3-amine

후처리

  1. concentrationconcentrated at room temperature
  2. customThe residue was triturated with hexane and diethyl ether
  3. customsupernatant liquid was decanted
  4. customThe solid obtained
  5. customwas dried under vacuo

출처 및 근거

ORD 기록
ord-2f47f937b80447858d59117c9582a936
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096580B2

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