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

HRID 2037767Notes

Reaction equation

HRID 2037767 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 459 Step 4. 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-66e970c19c284fb2b9c7f6825fe4f0dc
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

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