HCID 66750248, compound → HCID 66750250, compound

HRID 75467Notes

Reaction equation

HRID 75467 reaction equation
[CH:1]12[N:8]([C:9]3[CH:14]=[C:13]([CH2:15][N:16]([CH3:18])[CH3:17])[N:12]=[C:11]([C:19]4[CH:24]=[CH:23][C:22]([NH:25][C:26]([NH:28][CH:29]5[CH2:31][CH2:30]5)=[O:27])=[CH:21][CH:20]=4)[N:10]=3)[CH:5]([CH2:6][CH2:7]1)[CH2:4][O:3][CH2:2]2.[CH3:32][N:33]([CH2:35][C:36]1C=CC(NC(NC2C=CC(B3OC(C)(C)C(C)(C)O3)=CC=2)=O)=[CH:38][CH:37]=1)[CH3:34]>>[CH:5]12[N:8]([C:9]3[CH:14]=[C:13]([CH2:15][N:16]([CH3:17])[CH3:18])[N:12]=[C:11]([C:19]4[CH:24]=[CH:23][C:22]([NH:25][C:26]([NH:28][C:29]5[CH:38]=[CH:37][C:36]([CH2:35][N:33]([CH3:34])[CH3:32])=[CH:30][CH:31]=5)=[O:27])=[CH:21][CH:20]=4)[N:10]=3)[CH:1]([CH2:7][CH2:6]1)[CH2:2][O:3][CH2:4]2

Participants

3

Reactant 2

HCID 66750248HCID 66750248, compoundHCID 667506231-(4-(4-(3-Oxa-8-azabicyclo[3.2.1]octan-8-yl)-6-((dimethylamino)methyl)pyrimidin-2-yl)phenyl)-3-cyclopropylurea

Product 1

HCID 66750250HCID 66750250, compound

Procedure

A procedure analogous to that used for the preparation of 1-(4-(4-(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-6-((dimethylamino)methyl)pyrimidin-2-yl)phenyl)-3-cyclopropylurea was used, using 1-(4-((dimethylamino)methyl)phenyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea as the boronic ester component. Yield=0.070 g, 39%. MS; 516.5, M+H.

Sources & evidence

ORD record
ord-e5774913908c4859b844753b17ad4ea2
Source dataset
uspto-grants-2014_09
Patent number
US08835429B2

Reaction notes

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