Triethylamine → HCID 178506235, compound

HRID 2415608Notes

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

Participants

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

concentrationthen concentrated under reduced pressure
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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