Ammonia → [1-(1-Carbamimidoyl-cyclopropylcarbamoyl)-cyclopropyl]-carbamic acid tert-butyl ester hydrochloride

HRID 2038766노트

반응식

HRID 2038766 반응식
[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1([C:11](=[O:18])[NH:12][C:13]2([C:16]#[N:17])[CH2:15][CH2:14]2)[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].CC[O-].[Na+].[NH4+:24].[Cl-:25].N>CCO>[ClH:25].[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1([C:11](=[O:18])[NH:12][C:13]2([C:16](=[NH:24])[NH2:17])[CH2:15][CH2:14]2)[CH2:10][CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 2723922Sodium ethoxideHCID 68379019[1-(1-Cyano-cyclopropylcarbamoyl)-cyclopropyl]-carbamic acid tert-butyl ester

생성물 1

HCID 68379067[1-(1-Carbamimidoyl-cyclopropylcarbamoyl)-cyclopropyl]-carbamic acid tert-butyl ester hydrochloride수율 60.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of [1-(1-cyano-cyclopropylcarbamoyl)-cyclopropyl]-carbamic acid tert-butyl ester (250 mg, 0.942 mmol) in anhydrous EtOH (2.4 mL) was added NaOEt (21 wt % in EtOH, 0.70 mL, 1.9 mmol) via syringe in one portion. The orange reaction was stirred for 1 h. To the orange solution was added solid NH4Cl (202 mg, 3.77 mmol) and NH3 (7M in MeOH, 0.14 mL, 0.94 mmol). The reaction vial was sealed and stirred at room temperature for 15 h. The resulting suspension was filtered rinsing with EtOH. The filtrate was concentrated and the resulting solids were triturated with EtOAc to give 182 mg of [1-(1-carbamimidoyl-cyclopropylcarbamoyl)-cyclopropyl]-carbamic acid tert-butyl ester hydrochloride as a white solid, m/z 283.6 [M+H]+.

후처리

  1. customThe orange reaction
  2. customThe reaction
  3. customvial was sealed
  4. stirringstirred at room temperature for 15 h
  5. filtrationThe resulting suspension was filtered
  6. washrinsing with EtOH
  7. concentrationThe filtrate was concentrated
  8. customthe resulting solids were triturated with EtOAc

출처 및 근거

ORD 기록
ord-0238603133df4ac88ef4f3ab6d1b1c2d
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575360B2

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