Trimethylboroxine → HCID 117727814, compound

HRID 61155Notes

Reaction equation

[CH3:1]C1C=CC(C2C=NN(C)C=2)=C(C=1)C(OC)=O.Br[C:19]1[CH:28]=[CH:27][CH:26]=[C:25]2[C:20]=1[CH:21]=[N:22][C:23]([NH:29][CH2:30][C@@H:31]1[C@H:36]([CH3:37])[CH2:35][CH2:34][CH2:33][N:32]1[C:38]([C:40]1[CH:45]=[C:44]([CH3:46])[CH:43]=[CH:42][C:41]=1[N:47]1[N:51]=[CH:50][CH:49]=[N:48]1)=[O:39])=[N:24]2.CB1OB(C)OB(C)O1>>[CH3:37][C@@H:36]1[CH2:35][CH2:34][CH2:33][N:32]([C:38]([C:40]2[CH:45]=[C:44]([CH3:46])[CH:43]=[CH:42][C:41]=2[N:47]2[N:51]=[CH:50][CH:49]=[N:48]2)=[O:39])[C@@H:31]1[CH2:30][NH:29][C:23]1[N:22]=[CH:21][C:20]2[C:25](=[CH:26][CH:27]=[CH:28][C:19]=2[CH3:1])[N:24]=1

Participants

Reactant 3

HCID 574072Trimethylboroxine

HCID 117727815HCID 117727815, compound

HCID 117727848Methyl 5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoate

Product 1

HCID 117727814HCID 117727814, compound

Procedure

The title compound was prepared following the same general protocol as described for methyl 5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoate in Example A1, using ((2S,3R)-2-(((5-bromoquinazolin-2-yl)amino)methyl)-3-methylpiperidin-1-yl)(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)methanone and 2,4,6-trimethyl-1,3,5,2,4,6-trioxatriborinane. ESI-MS (m/z): 456 [M+1]+.

Sources & evidence

ORD record: ord-08719cc2c7db4caabd7fb2d9b0627e5a
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09440982B2

Reaction notes

Loading…