3,4,7,8-Tetramethyl-1,10-phenanthroline → HCID 44477079, compound

HRID 2361656Notes

Reaction equation

HRID 2361656 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.I[C:38]1[CH:43]=[CH:42][C:41]([O:44][C:45]([F:48])([F:47])[F:46])=[CH:40][CH:39]=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:39]=[CH:40][C:41]([O:44][C:45]([F:46])([F:47])[F:48])=[CH:42][CH:43]=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 27772941-Iodo-4-(trifluoromethoxy)benzeneHCID 44462713HCID 44462713, compound

Product 1

HCID 44477079HCID 44477079, compound

Procedure

In a similar fashion (Route 21, GP J) except for replacing phenanthroline with 3,4,7,8-tetramethylphenanthroline, 1-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]azetidin-3-ol (50 mg, 0.19 mmol) and 1-iodo-4-(trifluoromethoxy)benzene (86 mg, 0.3 mmol) gave the title compound as colourless oil after purification by preparative HPLC (44 mg, 52%).

Sources & evidence

ORD record
ord-4e0f63e1b6674110a554de1b56a39fe3
Source dataset
uspto-grants-2014_04
Patent number
US08691804B2

Reaction notes

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