3-Pyridinecarbonyl chloride, hydrochloride (1:1) → HCID 57962718, compound

HRID 541883Notes

Reaction equation

HRID 541883 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[NH:6][C:7]3[CH:8]=[CH:9][CH:10]=[C:11]([CH:23]=3)[CH2:12][NH:13][C:14]3[CH:22]=[C:18]([NH:19][C:20]=1[N:21]=2)[CH:17]=[CH:16][CH:15]=3.Cl.[C:25](Cl)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[N:28][CH:27]=1>>[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[NH:6][C:7]3[CH:8]=[CH:9][CH:10]=[C:11]([CH:23]=3)[CH2:12][N:13]([C:25]([C:26]3[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=3)=[O:32])[C:14]3[CH:22]=[C:18]([NH:19][C:20]=1[N:21]=2)[CH:17]=[CH:16][CH:15]=3

Participants

3

Reactant 2

HCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 57961661HCID 57961661, compound

Product 1

HCID 57962718HCID 57962718, compoundYield 60%

Procedure

The desired compound was prepared as a white powder according to the procedure of Example C22, step F, using 6-chloro-2,4,8,14,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaene and nicotinoyl chloride hydrochloride as the starting materials in 60% yield. LCMS for C23H18ClN6O (M+H)+: m/z=429.0. 1H NMR (300 MHz, DMSO-d6): δ 9.43 (s, 1H), 9.15 (s, 1H), 8.40 (s, 1H), 8.14 (s, 2H), 7.89 (s, 1H), 7.62 (s, 1H), 7.23 (m, 4H), 7.10 (m, 4H), 4.85 (m, 2H).

Sources & evidence

ORD record
ord-c0e33f57f3994ef8b9468a5687f978cc
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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