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Triethylamine → HCID 53311622, compound

HRID 1401801
Notes
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Reaction equation

HRID 1401801 reaction equation
[CH3:1][C:2]1([CH3:25])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([C:14]3[N:15]=[C:16]([N:19]4[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)[S:17][CH:18]=3)[CH:5]=[CH:4][C:3]1=2.[CH2:26]([O:28][C:29](=[O:40])[CH:30]([CH2:36][CH2:37][CH2:38]Cl)[C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH3:27].C(N(CC)CC)C>CN1C(=O)CCC1>[CH2:26]([O:28][C:29](=[O:40])[CH:30]([CH2:36][CH2:37][CH2:38][N:22]1[CH2:21][CH2:20][N:19]([C:16]2[S:17][CH:18]=[C:14]([C:6]3[CH:5]=[CH:4][C:3]4[C:2]([CH3:25])([CH3:1])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]=4[CH:7]=3)[N:15]=2)[CH2:24][CH2:23]1)[C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH3:27]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 140413Malonic acid, 3-chloropropyl-, diethyl esterHCID 53312286HCID 53312286, compound

Product 1

HCID 53311622HCID 53311622, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
100 °C

Procedure

200 mg (0.53 mmol) of 1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperazine were dissolved in 5 ml of NMP, 235 μl (1.06 mmol) of 2-(3-chloropropyl)malonic acid diethyl ester and 220 μl (1.59 mmol) of triethylamine were added, and the mixture was stirred at 100° C. overnight. The reaction mixture was evaporated to dryness and purified by means of preparative HPLC. The product is in the form of the TFA salt.

Workup

  1. customThe reaction mixture was evaporated to dryness
  2. custompurified by means of preparative HPLC

Sources & evidence

ORD record
ord-8a3e153333d6409e8b3cf4b09f85f38c
Source dataset
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08907098B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes