3-Pyridineacetic acid, hydrochloride (1:1) → N-[4-(4-chlorophenyl)-1-oxophthalazin-2(1H)-yl]-2-(pyridin-3-yl)acetamide

HRID 469594Notes

Reaction equation

HRID 469594 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:19].Cl.[N:21]1[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][C:28](O)=[O:29])[CH:22]=1>>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3](=[O:19])[N:2]([NH:1][C:28](=[O:29])[CH2:27][C:23]3[CH:22]=[N:21][CH:26]=[CH:25][CH:24]=3)[N:11]=2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 27237243-Pyridineacetic acid, hydrochloride (1:1)HCID 671613672-amino-4-(4-chlorophenyl)phthalazin-1(2H)-one

Product 1

HCID 53239325N-[4-(4-chlorophenyl)-1-oxophthalazin-2(1H)-yl]-2-(pyridin-3-yl)acetamide

Procedure

The product of Example 86A and 2-(pyridin-3-yl)acetic acid hydrochloride were treated using a method similar to that described in Example 57 to give the title compound. 1H NMR (500 MHz, DMSO-d6/Deuterium Oxide) δ ppm 8.83-8.84 (bs, 1H), 8.75 (d, J=5.5 Hz, 1H), 8.36-8.50 (m, 2H), 7.96-8.02 (m, 2H), 7.92 (dd, J=8.0, 5.5 Hz, 1H), 7.73-7.75 (m, 1H), 7.59-7.70 (m, 4H), 4.00 (s, 2H); MS (APCI+) M/Z 391 (M+H)+.

Sources & evidence

ORD record
ord-9862af7429b04ecc937627e1c457a4d4
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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