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

HRID 2197961Notes

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-aaeabc010ec644869734cc454fab9eb3
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08338605B2

Reaction notes

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