4-[4-(4,4,5-Trimethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester → 4-[4-(6'-Amino-[2,2';4',3'']terpyridin-5''-yl)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester
Reaction equation
O1CCC(N2[CH:11]=[C:10]([C:12]3[CH:13]=[C:14]([C:18]4[CH:23]=[C:22]([NH2:24])[N:21]=[C:20]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=5)[CH:19]=4)[CH:15]=[N:16][CH:17]=3)C=N2)CC1.[C:31]([O:35][C:36]([N:38]1[CH2:43][CH2:42][N:41]([CH2:44][C:45]2[CH:50]=CC(B3OC(C)(C)C(C)O3)=[CH:47][CH:46]=2)[CH2:40][CH2:39]1)=[O:37])([CH3:34])([CH3:33])[CH3:32]>>[C:31]([O:35][C:36]([N:38]1[CH2:43][CH2:42][N:41]([CH2:44][C:45]2[CH:46]=[CH:47][C:10]([C:12]3[CH:13]=[C:14]([C:18]4[CH:23]=[C:22]([NH2:24])[N:21]=[C:20]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=5)[CH:19]=4)[CH:15]=[N:16][CH:17]=3)=[CH:11][CH:50]=2)[CH2:40][CH2:39]1)=[O:37])([CH3:34])([CH3:33])[CH3:32]Participants
3
Reactant 2
Product 1
Procedure
This compound is prepared analogously to 5″-[1-(Tetrahydro-pyran-4-yl)-1H-pyrazol-4-yl]-[2,2′;4′,3″]terpyridin-6′-ylamine (Example 2.156) by replacing 1-(tetrahydro-pyran-4-yl)-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (Intermediate B18) with 4-[4-(4,4,5-trimethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester.
Sources & evidence
- ORD record
- ord-543dd69b1f2641be9e21f2266b9eb946
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08343966B2
Reaction notes
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