HCID 178454124, 화합물 → HCID 178454110, 화합물

HRID 707264노트

반응식

HRID 707264 반응식
[C:1]([O:5][C:6](=[O:15])[NH:7][C@H:8]1[CH2:11][C@@H:10]([N:12]=[N+]=[N-])[CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>[Pd]>[C:1]([O:5][C:6](=[O:15])[NH:7][C@H:8]1[CH2:11][C@@H:10]([NH2:12])[CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

3

반응물 1

HCID 178454124HCID 178454124, 화합물

생성물 1

HCID 178454110HCID 178454110, 화합물수율 99.2%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

A mixture of tert-butyl(cis-3-azidocyclobutyl)carbamate (7.0 g, 33.0 mmol) and palladium 10% on activated carbon (3.51 ml, 33.0 mmol) in a three necked 1000 mL flask was flushed with nitrogen and 2M ammonia in methanol solution (200 mL) was added. The flask was evacuated and a balloon filled with hydrogen was introduced. The mixture was stirred at room temperature for 18 h, filtered, and the filtrate was evaporated under reduced pressure to give the desired product tert-butyl(cis-3-aminocyclobutyl)carbamate (6.1 g, 99% yield). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 4.64 (br. s., 1 H), 3.72 (d, J=6.85 Hz, 1 H), 3.12 (t, J=7.73 Hz, 1 H), 2.71 (d, J=7.24 Hz, 2 H), 1.51 (q, J=9.85 Hz, 2 H), 1.43 (br. s., 11 H).

후처리

  1. customwas flushed with nitrogen and 2M ammonia in methanol solution (200 mL)
  2. additionwas added
  3. customThe flask was evacuated
  4. additiona balloon filled with hydrogen
  5. additionwas introduced
  6. filtrationfiltered
  7. customthe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-adeca629a6e6467e85bb920ba0798b5e
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174992B2

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