HCID 22180766, compound → HCID 9968722, compound

HRID 1796106Notes

Reaction equation

Cl[C:2]1[N:7]=[C:6]([C:8]2[C:13]([C:14]#[N:15])=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:5]=[CH:4][CH:3]=1.[F:16][C:17]([C:20]1[CH:25]=[CH:24][N:23]2[C:26]([Sn](CCCC)(CCCC)CCCC)=[CH:27][N:28]=[C:22]2[N:21]=1)([CH3:19])[CH3:18]>>[F:16][C:17]([C:20]1[CH:25]=[CH:24][N:23]2[C:26]([C:2]3[N:7]=[C:6]([C:8]4[C:13]([C:14]#[N:15])=[CH:12][CH:11]=[CH:10][N:9]=4)[CH:5]=[CH:4][CH:3]=3)=[CH:27][N:28]=[C:22]2[N:21]=1)([CH3:19])[CH3:18]

Participants

Reactant 2

HCID 22180766HCID 22180766, compound

HCID 69560153HCID 69560153, compound

Product 1

HCID 9968722HCID 9968722, compound

Procedure

6′-Chloro-2,2′-bipyridinyl-3-carbonitrile was coupled to 7-(1-fluoro-1-methylethyl)-3-tributylstannylimidazo[1,2-α]pyrimidine (prepared according to Example 25) by the method of Example 1 to give 6′-[7-(1-fluoro-1-methylethyl)imidazo[1,2-α]pyrimidin-3-yl)-2,2′-bipyridinyl-3-carbonitrile: δH (400 MHz, CDCl3) 1.78 (3H, s), 1.84 (3H, s), 7.42 (1H, dd, J 2.0, 7.0), 7.55 (1H, dd, J 4.7, 7.8), 7.95 (1H, d, J 1.2), 7.99 (1H, t, J 7.8), 8.06-8.08 (1H, m), 8.24 (1H, dd, J 1.6, 7.8), 8.39 (1H, s), 8.94 (1H, dd, J 1.6, 4.7), 10.36 (1H, d, J 7.0); m/z 359 (M++H).

Sources & evidence

ORD record: ord-fdd6b97fe41c464a98bdac67d73d510c
Source dataset: uspto-grants-2006_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07030128B2

Reaction notes

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