Ammonia → HCID 16117090, compound

HRID 1162221Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][C:13]([NH:17][C:18]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][C:26]=4[O:28][CH2:29][C:30]([O:32]C)=O)[N:21]=[CH:20][N:19]=3)=[CH:14][CH:15]=2)[CH:10]=[N:9]1.[NH3:34]>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][C:13]([NH:17][C:18]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][C:26]=4[O:28][CH2:29][C:30]([NH2:34])=[O:32])[N:21]=[CH:20][N:19]=3)=[CH:14][CH:15]=2)[CH:10]=[N:9]1

Participants

Reactant 2

HCID 222Ammonia

HCID 86627835HCID 86627835, compound

Product 1

HCID 16117090HCID 16117090, compoundYield 90%

Procedure

Using the same procedure as in Example 5, methyl [(4-{[1-(pyridin-2-ylmethyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]acetate (250 mg, 0.55 mmol) was reacted with ammonia to give the title compound as a white solid (210 mg, 90%); NMR Spectrum 4.87 (s, 2H), 5.77 (s, 2H), 6.97 (m, 2H), 7.29 (m, 1H), 7.37 (d, 1H), 7.59 (br s, 1H), 7.76-7.66 (m, 3H), 7.84 (br s, 1H), 7.91 (m, 1H), 8.14 (s, 1H), 8.57-8.52 (m, 3H), 10.98 (br s, 1H); Mass spectrum MH+ 426.

Sources & evidence

ORD record: ord-c88e37de4254411788347606e8e8956f
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07820683B2

Reaction notes

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