1-cyclopropyl-4-iodopyridin-2(1H)-one → 1-cyclopropyl-4-iodopyridin-2(1H)-one

HRID 219622Notes

Reaction equation

HRID 219622 reaction equation
[OH:1][C:2]([CH3:36])([CH3:35])[CH2:3][C@:4]1([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:10][CH2:9][CH2:8][N:7]([C@H:11]([C:13]2[CH:18]=[CH:17][C:16](B3OC(C)(C)C(C)(C)O3)=[CH:15][CH:14]=2)[CH3:12])[C:6](=[O:28])[NH:5]1.[CH:37]1([N:40]2[CH:45]=[CH:44][C:43]([I:46])=[CH:42][C:41]2=[O:47])[CH2:39][CH2:38]1>>[CH:37]1([N:40]2[CH:45]=[CH:44][C:43]([C:16]3[CH:15]=[CH:14][C:13]([C@@H:11]([N:7]4[CH2:8][CH2:9][CH2:10][C@:4]([CH2:3][C:2]([OH:1])([CH3:35])[CH3:36])([C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=5)[NH:5][C:6]4=[O:28])[CH3:12])=[CH:18][CH:17]=3)=[CH:42][C:41]2=[O:47])[CH2:39][CH2:38]1.[CH:37]1([N:40]2[CH:45]=[CH:44][C:43]([I:46])=[CH:42][C:41]2=[O:47])[CH2:39][CH2:38]1

Participants

4

Reactant 2

HCID 591903761-cyclopropyl-4-iodopyridin-2(1H)-oneHCID 59190387(S)-4-(2-hydroxy-2-methylpropyl)-4-phenyl-1-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-diazepan-2-one

Product 2

HCID 591903761-cyclopropyl-4-iodopyridin-2(1H)-oneHCID 59190398(S)-1-((S)-1-(4-(1-cyclopropyl-2-oxo-1,2-dihydropyridin-4-yl)phenyl)ethyl)-4-(2-hydroxy-2-methylpropyl)-4-phenyl-1,3-diazepan-2-one

Procedure

The title compound was prepared from (S)-4-(2-hydroxy-2-methylpropyl)-4-phenyl-1-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-diazepan-2-one and 1-cyclopropyl-4-iodopyridin-2(1H)-one following a procedure analogous to that described in Example 11 Step 2. 1-cyclopropyl-4-iodopyridin-2(1H)-one was prepared as described below.

Sources & evidence

ORD record
ord-6cfd763d94b543fba5c7c9ed4c591d06
Source dataset
uspto-grants-2012_06
Patent number
US08202857B2

Reaction notes

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