Ammonia → HCID 22243846, compound

HRID 890966Notes

Reaction equation

BrC1C=C(F)C=CC=1O[C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:17][CH2:18][CH:19]3[CH2:24][CH2:23][N:22]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:21][CH2:20]3)=[C:12]([O:15][CH3:16])[CH:13]=2)[N:8]=[CH:7][N:6]=1.[NH3:37]>>[NH2:37][C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:17][CH2:18][CH:19]3[CH2:24][CH2:23][N:22]([C:25]([O:27][C:28]([CH3:29])([CH3:31])[CH3:30])=[O:26])[CH2:21][CH2:20]3)=[C:12]([O:15][CH3:16])[CH:13]=2)[N:8]=[CH:7][N:6]=1

Participants

Reactant 2

HCID 222Ammonia

HCID 22243872HCID 22243872, compound

Product 1

HCID 22243846HCID 22243846, compound

Procedure

Using an analogous procedure to that described in the second last paragraph of the portion of Example 1 that is concerned with the preparation of starting materials, 4-(2-bromo-4-fluorophenoxy)-7-(N-tert-butoxycarbonylpiperidin-4-ylmethoxy)-6-methoxyquinazoline was reacted with ammonia to give 4-amino-7-(N-tert-butoxycarbonylpiperidin-4-ylmethoxy)-6-methoxyquinazoline; NMR Spectrum: (DMSOd6) 1.21 (m, 2H), 1.4 (s, 9H), 1.76 (d, 2H), 2.0 (br s, 1H), 2.77 (t, 2H), 3.88 (s, 3H), 3.97 (d, 2H), 3.99 (br s, 2H), 7.05 (s, 1H), 7.36 (br s, 2H), 7.55 (s, 1H), 8.24 (s, 1H); Mass Spectrum: M+H+ 389.

Sources & evidence

ORD record: ord-a0d168945abd4ca4b43c15c46448644b
Source dataset: uspto-grants-2006_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07001904B1

Reaction notes

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