HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Triethylamine → 2-Benzyl 3-ethyl 8-(4-amino-6-chloro-1,3,5-triazin-2-yl)-2,8-diazaspiro[4.5]decane-2,3-dicarboxylate

HRID 1499207
Notes
Print preview

Reaction equation

HRID 1499207 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[N:5]=[C:4]([NH2:9])[N:3]=1.[CH2:10]1[C:14]2([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[CH2:13][CH:12]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:11]1[C:25]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26].CCN(CC)CC>C(O)(C)C>[NH2:9][C:4]1[N:3]=[C:2]([Cl:1])[N:7]=[C:6]([N:17]2[CH2:16][CH2:15][C:14]3([CH2:10][N:11]([C:25]([O:27][CH2:28][C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=4)=[O:26])[CH:12]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:13]3)[CH2:19][CH2:18]2)[N:5]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 136154,6-Dichloro-1,3,5-trazin-2-amineHCID 1179417662-Benzyl 3-ethyl 2,8-diazaspiro[4.5]decane-2,3-dicarboxylate

Product 1

HCID 1179478002-Benzyl 3-ethyl 8-(4-amino-6-chloro-1,3,5-triazin-2-yl)-2,8-diazaspiro[4.5]decane-2,3-dicarboxylate

Reagents, catalysts & solvents 1

HCID 3776Isopropanol
Solvent

Procedure

To a solution of 4,6-dichloro-1,3,5-triazin-2-amine (1.6 g) in isopropanol (14 mL) was added 2-benzyl 3-ethyl 2,8-diazaspiro[4.5]decane-2,3-dicarboxylate (1.28 g, 3.7 mmol) and Et3N (7 mL). The solution was heated to reflux for 72 h, then cooled to RT, and concentrated in vacuo. Purification by normal phase chromatography (CH2Cl2/MeOH=50/1) afforded 2-benzyl 3-ethyl 8-(4-amino-6-chloro-1,3,5-triazin-2-yl)-2,8-diazaspiro[4.5]decane-2,3-dicarboxylate as a colorless oil.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux for 72 h
  3. concentrationconcentrated in vacuo
  4. customPurification by normal phase chromatography (CH2Cl2/MeOH=50/1)

Sources & evidence

ORD record
ord-933713ffad524489a366d0d2ab4a6ff3
Source dataset
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09199994B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes