6-Chloropyrazine-2-carbonitrile → HCID 58109312, compound

HRID 1046217Notes

Reaction equation

HRID 1046217 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:43]=[C:42]([C:44]#[N:45])[CH:41]=[N:40][CH:39]=1>>[F:1][C:2]1[CH:7]=[CH:6][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:43]=[C:42]([C:44]#[N:45])[CH:41]=[N:40][CH:39]=4)=[CH:21][CH:22]=3)[CH3:16])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 813036-Chloropyrazine-2-carbonitrileHCID 59635794HCID 59635794, compound

Product 1

HCID 58109312HCID 58109312, 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 6-chloropyrazine-2-carbonitrile following a procedure analogous to that described in Example 14. LC-MS Method 1 tR=1.61 min, m/z=497 (M+Na); 1H NMR (CDCl3) 8.98 (d, 2H), 7.87 (d, 2H), 7.26 (m, 1H), 7.18 (m, 3H), 7.04 (t, 2H), 5.72 (q, 1H), 2.99 (m, 1H), 1.59 (d, 3H), 1.14 (d, 6H).

Sources & evidence

ORD record
ord-8ce1adc8c58c4d31812502477b8659cc
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

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