4-bromopyrimidine hydrochloride → HCID 86697258, compound

HRID 237593Notes

Reaction equation

HRID 237593 reaction equation
Cl.Br[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][N:4]=1.[CH3:9][C:10]1[CH:16]=[C:15](B2OC(C)(C)C(C)(C)O2)[CH:14]=[C:13]([CH3:26])[C:11]=1[NH2:12]>>[CH3:9][C:10]1[CH:16]=[C:15]([C:3]2[CH:8]=[CH:7][N:6]=[CH:5][N:4]=2)[CH:14]=[C:13]([CH3:26])[C:11]=1[NH2:12]

Participants

3

Reactant 2

HCID 213004424-bromopyrimidine hydrochlorideHCID 567377242,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Product 1

HCID 86697258HCID 86697258, compound

Conditions

Temperature
70 °C

Procedure

The title compound is prepared from 4-bromopyrimidine hydrochloride and 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline following a procedure analogous to that described in Step 2 of Intermediate 62. The mixture is stirred for 12 hours at 70° C. LC (method 9): tR=0.74 min; Mass spectrum (ESI+): m/z=200 [M+H]+.

Sources & evidence

ORD record
ord-2dbc4692b31b46b28c433c5997f6a426
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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