HCID 14578144, compound → HCID 44243006, compound

HRID 871619Notes

Reaction equation

HRID 871619 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[O:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19].[F:23][C:24]([F:41])([F:40])[C:25]1[CH:29]=[C:28]([NH:30][C:31](=O)[O:32]C2C=CC=CC=2)[O:27][N:26]=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[O:15][C:16]1[CH:17]=[C:18]([NH:19][C:31]([NH:30][C:28]2[O:27][N:26]=[C:25]([C:24]([F:41])([F:23])[F:40])[CH:29]=2)=[O:32])[CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 14578144HCID 14578144, compoundHCID 498410023-[(6,7-Dimethoxy-4-quinazolinyl)oxy]aniline

Product 1

HCID 44243006HCID 44243006, compoundYield 6%

Procedure

According to the procedure described in Example 113C, 3-(6,7-dimethoxyquinazolin-4-yloxy)aniline (104 mg, 0.35 mmol) and phenyl 3-(trifluoromethyl)isoxazol-5-ylcarbamate described in Example 229A (124 mg, 0.45 mmol) were reacted to give 1-(3-(6,7-dimethoxyquinazolin-4-yloxy)phenyl)-3-(3-(trifluoromethyl)isoxazol-5-yl)urea (9.23 mg, 6%) as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 10.90 (bs, 1H), 9.30 (bs, 1H), 8.59 (bs, 1H), 7.8-7.20 (m, 5H), 7.06 (bs, 1H), 6.50 (s, 1H), 4.09 (s, 6H); LC-MS (ESI) m/z 476 (M+H)+.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-8bf70722fe464a2c9f515cc5747e3c25
Source dataset
uspto-grants-2015_03
Patent number
US08969587B2

Reaction notes

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