4-Chloro-6,7-dimethoxyquinazoline → Phenylmethyl 6-((6,7-bis(methoxy)-4-quinazolinyl)oxy)-2-naphthalenylcarbamate

HRID 1925250Notes

Reaction equation

HRID 1925250 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([NH:12][C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[CH:6]=[CH:5]2.Cl[C:24]1[C:33]2[C:28](=[CH:29][C:30]([O:36][CH3:37])=[C:31]([O:34][CH3:35])[CH:32]=2)[N:27]=[CH:26][N:25]=1>>[CH3:35][O:34][C:31]1[CH:32]=[C:33]2[C:28](=[CH:29][C:30]=1[O:36][CH3:37])[N:27]=[CH:26][N:25]=[C:24]2[O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([NH:12][C:13](=[O:14])[O:15][CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[CH:6]=[CH:5]2

Participants

3

Reactant 2

HCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 67520229benzyl N-(6-hydroxynaphthalen-2-yl)carbamate

Product 1

HCID 59813744Phenylmethyl 6-((6,7-bis(methoxy)-4-quinazolinyl)oxy)-2-naphthalenylcarbamate

Procedure

N-(6-Hydroxy-2-naphthyl)(phenylmethoxy)carboxamide (180 mg, 0.61 mmol, Example 1a) was reacted with 4-chloro-6,7-dimethoxy-quinazoline (140 mg, 0.61 mmol, Oakwood) under the conditions of Example 4b to give the title compound as a white solid. MS (ESI, pos. ion) m/z: 482.5 (M+1). Mass Calc'd for C28H23N3O5: 481.16.

Sources & evidence

ORD record
ord-890337770ad24a91b3cd15d04c073b75
Source dataset
uspto-grants-2012_05
Patent number
US08178557B2

Reaction notes

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