HCID 18004932, compound → HCID 56953871, compound

HRID 871570Notes

Reaction equation

HRID 871570 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14]COC)[N:9]=[CH:8][N:7]=[C:6]2[O:18][C:19]1[CH:20]=[C:21]([CH:23]=[CH:24][CH:25]=1)[NH2:22].[C:26]1([C:32]2[CH:36]=[C:35]([NH:37][C:38](=[O:46])OC3C=CC=CC=3)[O:34][N:33]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CO>[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:18][C:19]1[CH:20]=[C:21]([NH:22][C:38]([NH:37][C:35]2[O:34][N:33]=[C:32]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH:36]=2)=[O:46])[CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 18004932HCID 18004932, compoundHCID 668758053-(6-Methoxy-7-(2-methoxyethoxy)quinazolin-4-yloxy)aniline

Product 1

HCID 56953871HCID 56953871, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared according to the procedure described in Example 207 by using 3-(6-methoxy-7-(2-methoxyethoxy)quinazolin-4-yloxy)aniline from Example 117B (102 mg, 0.3 mmol) and phenyl 3-phenylisoxazol-5-ylcarbamate from Example 114B (109 mg, 0.45 mmol) to afford 1-(3-(6,7-dimethoxyquinazolin-4-yloxy)phenyl)-3-(3-phenylisoxazol-5-yl)urea as a white solid upon trituration with methanol (26 mg, 16%). 1H NMR (300 MHz, DMSO-d6) δ 10.41 (s, 1H), 9.13 (s, 1H), 9.13 (s, 1H), 7.83 (m, 2H), 7.59 (d, 2H), 7.50-7.41 (m, 5H), 7.33 (d, 2H), 7.00 (d, 1H), 6.56 (s, 1H), 4.34 (bs, 2H), 4.00 (s, 3H), 3.35 (s, 3H); LC-MS (ESI) m/z 528 (M+H)+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-d742bcff88a342c19357ee2f2e64586e
Source dataset
uspto-grants-2015_03
Patent number
US08969587B2

Reaction notes

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