Ammonia → HCID 135510697, compound

HRID 1373289Notes

Reaction equation

C([O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9]([NH:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]4[O:22][CH2:23][O:24][C:17]=34)=[N:10][CH:11]=[N:12]2)=[C:7]([O:25][CH:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)[CH:6]=1)(=O)C.N>>[CH2:23]1[O:22][C:18]2[C:17](=[C:16]([CH:21]=[CH:20][CH:19]=2)[NH:15][C:9]2[C:8]3[C:13](=[CH:14][C:5]([OH:4])=[CH:6][C:7]=3[O:25][CH:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)[N:12]=[CH:11][N:10]=2)[O:24]1

Participants

Reactant 2

HCID 222Ammonia

HCID 11974948HCID 11974948, compound

Product 1

HCID 135510697HCID 135510697, compound

Procedure

Using an analogous procedure to that described in the last paragraph of Note [22] immediately above, 7-acetoxy-4-(2,3-methylenedioxyanilino)-5-tetrahydropyran-4-yloxyquinazoline was reacted with a saturated methanolic ammonia solution to give 4-(2,3-methylenedioxyanilino)-7-hydroxy-5-tetrahydropyran-4-yloxyquinazoline; NMR Spectrum: (DMSOd6) 1.8–1.95 (m, 2H), 2.1–2.2 (m, 2H), 3.52 (m, 2H), 3.8 (s, 3H), 3.9 (m, 2H), 4.95 (m, 1H), 6.7 (s, 1H), 6.75 (d, 1H), 6.85 (s, 1H), 7.6 (d, 1H), 7.88 (s, 1H), 8.4 (s, 1H), 9.65 (s, 1H), 10.6 (br s, 1H); Mass Spectrum: M+H+ 382.

Sources & evidence

ORD record: ord-c4e5a8e35a784d3b8b25a2bd98d8e7c3
Source dataset: uspto-grants-2007_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07160891B2

Reaction notes

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