4-Methyl-2-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazoline → 4-Methoxy-2-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazoline

HRID 386286Notes

Reaction equation

HRID 386286 reaction equation
Cl[C:2]1[CH:11]=[C:10]2[C:5]([C:6]([O:18][CH3:19])=[N:7][C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[N:9]2)=[CH:4][CH:3]=1.CC1C2C(=CC([B:31]3[O:35][C:34]([CH3:37])([CH3:36])[C:33]([CH3:39])([CH3:38])[O:32]3)=CC=2)N=C(C2C=CC=CC=2)N=1>>[CH3:19][O:18][C:6]1[C:5]2[C:10](=[CH:11][C:2]([B:31]3[O:35][C:34]([CH3:37])([CH3:36])[C:33]([CH3:39])([CH3:38])[O:32]3)=[CH:3][CH:4]=2)[N:9]=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:7]=1

Participants

3

Reactant 2

HCID 536290854-Methyl-2-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazolineHCID 576809997-Chloro-4-methoxy-2-phenylquinazoline

Product 1

HCID 576808464-Methoxy-2-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazoline

Procedure

Synthesized from of 7-chloro-4-methoxy-2-phenylquinazoline (189 mg, 0.7 mmol) as 4-methyl-2-phenyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazoline; off-white solid. MS (ES+): m/z 347.2 (20) MS (ES+): m/z 281.2 (100) [MH+-82]; HPLC: tR=3.19 min (OpenLynx, polar—5 min).

Workup

  1. customHPLC: tR=3.19 min (OpenLynx, polar—5 min)

Sources & evidence

ORD record
ord-ee4443b81b9e40939e36ef6f4b97b388
Source dataset
uspto-grants-2013_02
Patent number
US08367826B2

Reaction notes

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