5-Chloropyrazine-2-carbonitrile → HCID 58109555, compound

HRID 1046214Notes

Reaction equation

HRID 1046214 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@:8]2([CH2:32][C:33]([OH:36])([CH3:35])[CH3:34])[O:13][C:12](=[O:14])[N:11]([C@H:15]([C:17]3[CH:22]=[CH:21][C:20](B4OC(C)(C)C(C)(C)O4)=[CH:19][CH:18]=3)[CH3:16])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.Cl[C:38]1[N:39]=[CH:40][C:41]([C:44]#[N:45])=[N:42][CH:43]=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C@:8]2([CH2:32][C:33]([OH:36])([CH3:34])[CH3:35])[O:13][C:12](=[O:14])[N:11]([C@H:15]([C:17]3[CH:18]=[CH:19][C:20]([C:38]4[N:39]=[CH:40][C:41]([C:44]#[N:45])=[N:42][CH:43]=4)=[CH:21][CH:22]=3)[CH3:16])[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 122957285-Chloropyrazine-2-carbonitrileHCID 59635794HCID 59635794, compound

Product 1

HCID 58109555HCID 58109555, compound

Procedure

The title compound was prepared from (S)-6-(4-fluorophenyl)-6-(2-hydroxy-2-methylpropyl)-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one and 5-chloropyrazine-2-carbonitrile following a procedure analogous to that described in Example 14. LC-MS Method 1 tR=1.64 min, m/z=497 (M+Na); 1H NMR (CDCl3) 8.98 (d, 2H), 7.89 (d, 2H), 7.27 (m, 1H), 7.17 (m, 2H), 7.04 (m, 3H), 5.72 (q, 1H), 4.40 (br s, 1H), 2.98 (m, 1H), 1.59 (d, 3H), 1.13 (d, 6H).

Sources & evidence

ORD record
ord-f4cb1980327e4f1aa0f974f2ac949cc2
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

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