Benzenamine, 3-ethynyl- → [7-(2-Chloro-ethoxy)-6-(2-methoxy-ethoxy)-quinazolin-4-yl]-(3-ethynyl-phenyl)-amine Hydrochloride

HRID 1869087Notes

Reaction equation

[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:17][CH2:18][CH2:19][Cl:20])=[C:9]([O:12][CH2:13][CH2:14][O:15][CH3:16])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[C:21]([C:23]1[CH:24]=[C:25]([CH:27]=[CH:28][CH:29]=1)[NH2:26])#[CH:22]>>[ClH:1].[Cl:20][CH2:19][CH2:18][O:17][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([NH:26][C:25]3[CH:27]=[CH:28][CH:29]=[C:23]([C:21]#[CH:22])[CH:24]=3)=[N:3][CH:4]=[N:5]2)=[CH:10][C:9]=1[O:12][CH2:13][CH2:14][O:15][CH3:16]

Participants

Reactant 2

HCID 104682Benzenamine, 3-ethynyl-

HCID 189250914-Chloro-7-(2-chloroethoxy)-6-(2-methoxyethoxy)quinazoline

Product 1

HCID 18925049[7-(2-Chloro-ethoxy)-6-(2-methoxy-ethoxy)-quinazolin-4-yl]-(3-ethynyl-phenyl)-amine Hydrochloride

Procedure

This product was prepared from 4-chloro-7-(2-chloro-ethoxy)-6-(2-methoxy-ethoxy)-quinazoline (600 mg, 1.89 mmol) and 3-ethynyl-aniline (147 mg, 1.26 mmol) as described for Example 29. (737 mg; 90%; M.P. 225°-235° C. (dec); LC-MS: 398 (MH+); anal. RP18-HPLC RT: 4.89 min.).

Sources & evidence

ORD record: ord-04384ca6e075465e93b17027e5ad17a0
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: USRE041065E1

Reaction notes

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