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Triethylamine → HCID 178506235, compound

HRID 2415608
Notes
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Reaction equation

HRID 2415608 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:12][CH:13]3[CH2:18][CH2:17][CH:16]([NH2:19])[CH2:15][CH2:14]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.Cl[C:21]1[C:30]2[C:25](=[C:26]([C:31]([F:34])([F:33])[F:32])[CH:27]=[CH:28][CH:29]=2)[N:24]=[C:23]([C:35]([F:38])([F:37])[F:36])[CH:22]=1.C(N(CC)CC)C>CN1CCCC1>[F:37][C:35]([F:36])([F:38])[C:23]1[CH:22]=[C:21]([NH:19][C@H:16]2[CH2:15][CH2:14][C@@H:13]([NH:12][C:6]3[C:5]4[C:10](=[CH:11][C:2]([Cl:1])=[CH:3][CH:4]=4)[N:9]=[CH:8][CH:7]=3)[CH2:18][CH2:17]2)[C:30]2[C:25](=[C:26]([C:31]([F:32])([F:33])[F:34])[CH:27]=[CH:28][CH:29]=2)[N:24]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27332474-Chloro-2,8-bis(trifluoromethyl)quinolineHCID 18391686N-(7-chloroquinolin-4-yl)cyclohexane-1,4-diamine

Product 1

HCID 178506235HCID 178506235, compound

Reagents, catalysts & solvents 1

HCID 84541-MethylpyrrolidineSolvent

Conditions

Temperature
150 °C

Procedure

A solution of N-(7-chloroquinolin-4-yl)-cyclohexane-1,4-diamine (20 mg, 0.07 mmol) in N-methylpyrrolidine (0.5 mL) at 150° C. was treated with 4-chloro-2,8-bis(trifluoromethyl)quinoline (21 mg, 0.07 mmol), and triethylamine (10 μl, 0.07 mmol). The mixture was stirred at 150° C. for 18 hours then concentrated under reduced pressure. The compound was purified by reverse phase HPLC to provide the desired compound.

Workup

  1. concentrationthen concentrated under reduced pressure
  2. customThe compound was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-83fe841798394d9599d6c5f1a73d166f
Source dataset
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06818772B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes