Hydrochloric Acid → HCID 17942745, compound

HRID 855712Notes

Reaction equation

[NH2:1][C:2]1[CH2:6][C:5]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)=[N:4][N:3]=1.[Cl:15][C:16]1[C:25]2[C:20](=[CH:21][C:22]([O:28][CH2:29][CH:30]3[CH2:35][CH2:34][N:33]([CH3:36])[CH2:32][CH2:31]3)=[C:23]([O:26][CH3:27])[CH:24]=2)[N:19]=[CH:18][N:17]=1.Cl>C(O)(C)C>[ClH:15].[CH3:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([C:5]2[NH:4][N:3]=[C:2]([NH:1][C:16]3[C:25]4[C:20](=[CH:21][C:22]([O:28][CH2:29][CH:30]5[CH2:35][CH2:34][N:33]([CH3:36])[CH2:32][CH2:31]5)=[C:23]([O:26][CH3:27])[CH:24]=4)[N:19]=[CH:18][N:17]=3)[CH:6]=2)=[CH:8][CH:9]=1

Participants

Conditions

Temperature: 5 °C

Procedure

A solution of 3-amino-5-(4-methoxyphenyl)-4H-pyrazole (74 mg, 0.39 mmol), (Synthesis, 1984, 3, 276), in isopropanol (3.5 ml) was added to 4-chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline (110 mg, 0.34 mmol) followed by 5M hydrogen chloride in isopropanol (78 μl, 0.39 mmol) and the mixture was heated at reflux for 1.5 hours. After cooling to 5° C., the precipitate was collected by filtration washed with isopropanol, followed by ether and dried under vacuum at 60° C. to give 4-(5-(4-methoxyphenyl)pyrazol-3-ylamino)-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline hydrochloride (133 mg, 72%).

Workup

temperaturethe mixture was heated
temperatureat reflux for 1.5 hours
filtrationthe precipitate was collected by filtration
washwashed with isopropanol
customdried under vacuum at 60° C.

Sources & evidence

ORD record: ord-23b81eed3e80475aa8f87e6f2c3778fb
Source dataset: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07262201B1

Reaction notes

Loading…