3,4,7,8-Tetramethyl-1,10-phenanthroline → HCID 44477163, compound

HRID 2361660Notes

Reaction equation

HRID 2361660 reaction equation
CC1C=NC2C(C=1C)=CC=C1C=2N=CC(C)=C1C.[CH:19]1([N:23]2[CH2:29][CH2:28][CH2:27][N:26]([C:30]([N:32]3[CH2:35][CH:34]([OH:36])[CH2:33]3)=[O:31])[CH2:25][CH2:24]2)[CH2:22][CH2:21][CH2:20]1.Br[C:38]1[CH:39]=[CH:40][C:41]([C:44]([F:47])([F:46])[F:45])=[N:42][CH:43]=1>>[CH:19]1([N:23]2[CH2:29][CH2:28][CH2:27][N:26]([C:30]([N:32]3[CH2:33][CH:34]([O:36][C:38]4[CH:43]=[N:42][C:41]([C:44]([F:47])([F:46])[F:45])=[CH:40][CH:39]=4)[CH2:35]3)=[O:31])[CH2:25][CH2:24]2)[CH2:22][CH2:21][CH2:20]1

Participants

4

Reactant 3

HCID 742653,4,7,8-Tetramethyl-1,10-phenanthrolineHCID 27611975-Bromo-2-(trifluoromethyl)pyridineHCID 44462713HCID 44462713, compound

Product 1

HCID 44477163HCID 44477163, compound

Procedure

In a similar fashion (Route 21, GP J) except for replacing phenantroline with 3,4,7,8-tetramethylphenantroline, 1-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]azetidin-3-ol (50 mg, 0.20 mmol) and 5-bromo-2-trifluoromethylpyridine (59 mg, 0.26 mmol) gave the title compound as a brown oil after purification by preparative HPLC (15 mg, 14%).

Sources & evidence

ORD record
ord-180a111bdf40471a85e29283203d1ac9
Source dataset
uspto-grants-2014_04
Patent number
US08691804B2

Reaction notes

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