Hydrochloric Acid → HCID 68520254, compound

HRID 1948933Notes

Reaction equation

HRID 1948933 reaction equation
[Cl:1][C:2]1[C:3]([F:34])=[C:4]([CH:31]=[CH:32][CH:33]=1)[NH:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:29][CH3:30])=[C:13]([O:16][C@H:17]3[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18]3)[CH:14]=2)[N:9]=[CH:8][N:7]=1.Cl>>[ClH:1].[Cl:1][C:2]1[C:3]([F:34])=[C:4]([CH:31]=[CH:32][CH:33]=1)[NH:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:29][CH3:30])=[C:13]([O:16][C@H:17]3[CH2:21][CH2:20][NH:19][CH2:18]3)[CH:14]=2)[N:9]=[CH:8][N:7]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 68523549HCID 68523549, compound

Product 1

HCID 68520254HCID 68520254, compoundYield 93%

Procedure

4-(3-chloro-2-fluoroanilino)-6-[(3S)-1-(tert-butoxycarbonyl)pyrrolidin-3-yloxy]-7-methoxyquinazoline was reacted with hydrogen chloride (4.0M in 1,4-dioxane) to give 4-(3-chloro-2-fluoroanilino)-6-[(3S)-pyrrolidin-3-yloxy]-7-methoxyquinazoline hydrochloride (1.94 g, 93%); 1H NMR Spectrum: (DMSO d) 2.18-2.28 (m, 1H); 135-145 (m, 1H); 3.27-3.46 (m, 3H); 3.73-3.82 (m, 1H); 3.99 (s, 3H); 5.41-5.47 (m, 1H); 7.31-7.37 (m, 1H); 7.44 (s, 1H); 7.47-7.54 (m, 1H); 7.58-7.64 (m, 1H); 8.66 (s, 1H); 8.80 (s, 1H); 9.42 (bs, 1H); 9.61 (bs, 1H); 12.24 (bs, 1H); Mass Spectrum: (M−H)+389.

Sources & evidence

ORD record
ord-43f2b962d49d4ffe97384774f8ed35e8
Source dataset
uspto-grants-2013_03
Patent number
US08399667B2

Reaction notes

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