2-(2-Bromophenoxy)ethan-1-amine → HCID 90314034, compound

HRID 1524081Notes

Reaction equation

HRID 1524081 reaction equation
Br[C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[O:4][CH2:5][CH2:6][NH2:7].[F:12][C:13]1[CH:18]=[C:17](B2OC(C)(C)C(C)(C)O2)[CH:16]=[CH:15][C:14]=1[C:28]1[CH:29]=[N:30][C:31]([NH2:34])=[N:32][CH:33]=1>>[NH2:7][CH2:6][CH2:5][O:4][C:3]1[CH:8]=[CH:9][CH:10]=[CH:11][C:2]=1[C:17]1[CH:16]=[CH:15][C:14]([C:28]2[CH:33]=[N:32][C:31]([NH2:34])=[N:30][CH:29]=2)=[C:13]([F:12])[CH:18]=1

Participants

3

Reactant 2

HCID 226887452-(2-Bromophenoxy)ethan-1-amineHCID 903131425-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidin-2-amine

Product 1

HCID 90314034HCID 90314034, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 88 using 2-(2-bromophenoxy)ethanamine and 5-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidin-2-amine. MS (ESI): mass calcd. for C18H17FN4O, 324.14; m/z found, 325.0 [M+H]+. 1H NMR (400 MHz, DMSO-d6) δ 8.47 (d, J=0.9, 2H), 8.29 (s, 1H), 7.58-7.54 (m, 1H), 7.53-7.49 (m, 1H), 7.45 (dd, J=8.0, 1.4, 1H), 7.39-7.34 (m, 2H), 7.15 (d, J=8.1, 1H), 7.09-7.05 (m, 1H), 6.86 (s, 2H), 4.13 (t, J=5.4, 2H), 3.05 (t, J=5.4, 2H).

Sources & evidence

ORD record
ord-8e4bb5c587bc4915b60c04c4b8e1dc86
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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