Trimethylboroxine → HCID 117727914, compound

HRID 61157Notes

Reaction equation

[CH3:1]C1C=CC(C2C=NN(C)C=2)=C(C=1)C(OC)=O.Br[C:19]1[CH:28]=[C:27]2[C:22]([CH:23]=[N:24][C:25]([NH:29][CH2:30][C@@H:31]3[C@H:36]([CH3:37])[CH2:35][CH2:34][CH2:33][N:32]3[C:38]([C:40]3[CH:45]=[C:44]([CH3:46])[CH:43]=[CH:42][C:41]=3[N:47]3[N:51]=[CH:50][CH:49]=[N:48]3)=[O:39])=[N:26]2)=[CH:21][CH:20]=1.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:48]=[CH:49][CH:50]=[N:51]2)=[O:39])[C@@H:31]1[CH2:30][NH:29][C:25]1[N:24]=[CH:23][C:22]2[C:27](=[CH:28][C:19]([CH3:1])=[CH:20][CH:21]=2)[N:26]=1

Participants

Reactant 3

HCID 574072Trimethylboroxine

HCID 117727843HCID 117727843, compound

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

Product 1

HCID 117727914HCID 117727914, 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-(((7-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-36e59e0fdf2646cc9d7b7fa372180a67
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09440982B2

Reaction notes

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