3,4,7,8-Tetramethyl-1,10-phenanthroline → HCID 44477081, compound

HRID 2361658Notes

Reaction equation

HRID 2361658 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.[Cl:37][C:38]1[CH:43]=[CH:42][C:41](I)=[C:40]([F:45])[CH:39]=1>>[Cl:37][C:38]1[CH:43]=[CH:42][C:41]([O:36][CH:34]2[CH2:33][N:32]([C:30]([N:26]3[CH2:27][CH2:28][CH2:29][N:23]([CH:19]4[CH2:22][CH2:21][CH2:20]4)[CH2:24][CH2:25]3)=[O:31])[CH2:35]2)=[C:40]([F:45])[CH:39]=1

Participants

4

Reactant 3

HCID 742653,4,7,8-Tetramethyl-1,10-phenanthrolineHCID 27365624-Chloro-2-fluoro-1-iodobenzeneHCID 44462713HCID 44462713, compound

Product 1

HCID 44477081HCID 44477081, 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, 0.19 mmol) and 4-chloro-2-fluoro-1-iodobenzene (77 mg, 0.3 mmol) gave the title compound as colourless oil after purification by preparative HPLC (60 mg, 61%).

Sources & evidence

ORD record
ord-930b1cfad2db49bfa74d97fd808a920d
Source dataset
uspto-grants-2014_04
Patent number
US08691804B2

Reaction notes

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