Ammonia → HCID 135830927, compound

HRID 1373290Notes

Reaction equation

C([O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9]([NH:15][C:16]3[CH:21]=[C:20]([O:22][CH3:23])[C:19]([Cl:24])=[CH:18][C:17]=3[Cl:25])=[N:10][CH:11]=[N:12]2)=[C:7]([O:26][CH:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)[CH:6]=1)(=O)C.N>>[Cl:25][C:17]1[CH:18]=[C:19]([Cl:24])[C:20]([O:22][CH3:23])=[CH:21][C:16]=1[NH:15][C:9]1[C:8]2[C:13](=[CH:14][C:5]([OH:4])=[CH:6][C:7]=2[O:26][CH:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)[N:12]=[CH:11][N:10]=1

Participants

Reactant 2

HCID 222Ammonia

HCID 22140824HCID 22140824, compound

Product 1

HCID 135830927HCID 135830927, compound

Procedure

Using an analogous procedure to that described in the last paragraph of Note [22] immediately above, 7-acetoxy-4-(2,4-dichloro-5-methoxyanilino)-5-tetrahydropyran-4-yloxyquinazoline was reacted with a saturated methanolic ammonia solution to give 4-(2,4-dichloro-5-methoxyanilino)-7-hydroxy-5-tetrahydropyran-4-yloxyquinazoline; NMR Spectrum: (DMSOd6) 1.75–1.9 (m, 2H), 2.18 (d, 2H), 3.52 (t, 2H), 3.9 (s, 3H), 3.95 (m, 2H), 4.95 (m, 1H), 6.7 (d, 1H), 6.82 (d, 1H), 7.7 (s, 1H), 8.35 (s, 1H), 8.42 (s, 1H), 9.85 (s, 1H), 10.5–10.7 (br s, 1H); Mass Spectrum: M+H+ 436 and 438.

Sources & evidence

ORD record: ord-fda1d6d29a814c0095cec2d432bae849
Source dataset: uspto-grants-2007_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07160891B2

Reaction notes

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