HCID 90312804, compound → HCID 90313953, compound

HRID 1524034Notes

Reaction equation

HRID 1524034 reaction equation
Br[C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[O:4][C:5]1[N:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][N:6]=1.[F:17][C:18]1[CH:23]=[C:22](B2OC(C)(C)C(C)(C)O2)[CH:21]=[CH:20][C:19]=1[C:33]1[CH:34]=[N:35][C:36]([NH2:39])=[N:37][CH:38]=1>>[F:17][C:18]1[CH:23]=[C:22]([C:2]2[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=2[O:4][C:5]2[N:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][N:6]=2)[CH:21]=[CH:20][C:19]=1[C:33]1[CH:38]=[N:37][C:36]([NH2:39])=[N:35][CH:34]=1

Participants

3

Reactant 2

HCID 90312804HCID 90312804, compoundHCID 903131425-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidin-2-amine

Product 1

HCID 90313953HCID 90313953, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 88 using 2-(2-bromophenoxy)-5-methoxypyrimidine 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 C21H16FN5O2, 389.13; m/z found, 390.1 [M+H]+. 1H NMR (500 MHz, DMSO-d6) δ 8.30-8.26 (m, 3H), 7.96 (d, J=1.5, 1H), 7.78 (m, 1H), 7.52 (dd, J=7.6, 1.7, 1H), 7.46-7.39 (m, 1H), 7.37-7.26 (m, 3H), 7.19 (dd, J=8.1, 1.2, 1H), 6.66 (s, 2H), 3.76 (d, J=1.9, 3H).

Sources & evidence

ORD record
ord-7345c4013d724cd281b0d21fc11f7038
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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