Hydrochloric Acid → [2-(3-Amino-phenylsulfanyl)-5-methyl-phenyl]-(7-propyl-[1,8]naphthyridin-4-yl)-amine

HRID 2358796Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:10]=[C:11]([NH:15]C(=O)C)[CH:12]=[CH:13][CH:14]=2)=[C:4]([NH:19][C:20]2[C:29]3[C:24](=[N:25][C:26]([CH2:30][CH2:31][CH3:32])=[CH:27][CH:28]=3)[N:23]=[CH:22][CH:21]=2)[CH:3]=1.Cl.[OH-].[Na+]>O>[NH2:15][C:11]1[CH:10]=[C:9]([S:8][C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][C:4]=2[NH:19][C:20]2[C:29]3[C:24](=[N:25][C:26]([CH2:30][CH2:31][CH3:32])=[CH:27][CH:28]=3)[N:23]=[CH:22][CH:21]=2)[CH:14]=[CH:13][CH:12]=1

Participants

Conditions

Temperature: 100 °C

Procedure

The title compound was prepared by treating the product of Example 199d (1.20 g, 2.71 mmol) with 10 mL of a 50% solution of HCl in water. This reaction mixture was heated to 100° C. for 1 hr. At this time the reaction mixture was cooled to room temperature and made basic with 2N NaOH. This was then extracted with CH2Cl2, which was then dried over Na2SO4, filtered and concentrated under vacuum giving the title compound (720 mg, 66%).

Workup

customThe title compound was prepared
temperatureAt this time the reaction mixture was cooled to room temperature
extractionThis was then extracted with CH2Cl2, which
dry with materialwas then dried over Na2SO4
filtrationfiltered
concentrationconcentrated under vacuum

Sources & evidence

ORD record: ord-28c3c64509bb43f0ac4ad532fd9d7636
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07763731B2

Reaction notes

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