HCID 62958718, compound → HCID 90314822, compound

HRID 1524032Notes

Reaction equation

HRID 1524032 reaction equation
Br[C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[O:4][C:5]1[N:10]=[C:9]([CH3:11])[CH:8]=[CH:7][N:6]=1.[F:16][C:17]1[CH:22]=[C:21](B2OC(C)(C)C(C)(C)O2)[CH:20]=[CH:19][C:18]=1[C:32]1[CH:33]=[N:34][C:35]([NH2:38])=[N:36][CH:37]=1>>[F:16][C:17]1[CH:22]=[C:21]([C:2]2[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=2[O:4][C:5]2[N:10]=[C:9]([CH3:11])[CH:8]=[CH:7][N:6]=2)[CH:20]=[CH:19][C:18]=1[C:32]1[CH:37]=[N:36][C:35]([NH2:38])=[N:34][CH:33]=1

Participants

3

Reactant 2

HCID 62958718HCID 62958718, compoundHCID 903131425-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidin-2-amine

Product 1

HCID 90314822HCID 90314822, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 88 using 2-(2-bromophenoxy)-4-methylpyrimidine 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 C21H16FN5O, 373.13; m/z found, 374.1 [M+H]+. 1H NMR (500 MHz, DMSO-d6) δ 8.44 (s, 2H), 8.39 (d, J=5.1, 1H), 7.57-7.44 (m, 3H), 7.41-7.31 (m, 3H), 7.25 (d, J=7.2, 1H), 7.07 (d, J=4.9, 1H), 6.89 (s, 2H), 2.35 (s, 3H).

Sources & evidence

ORD record
ord-9a4d3bab0d5b43769910649d0c9b165b
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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