2,4-Dichloropyrimidine → HCID 86603331, compound

HRID 2386567Notes

Reaction equation

HRID 2386567 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[CH3:9][C@@H:10]1[N:15]([S:16]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21](B3OC(C)(C)C(C)(C)O3)[CH:20]=2)(=[O:18])=[O:17])[CH2:14][CH2:13][N:12]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:11]1>>[Cl:1][C:2]1[N:7]=[C:6]([C:23]2[CH:24]=[C:19]([S:16]([N:15]3[CH2:14][CH2:13][N:12]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:11][C@@H:10]3[CH3:9])(=[O:18])=[O:17])[CH:20]=[CH:21][CH:22]=2)[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 775312,4-DichloropyrimidineHCID 67045047HCID 67045047, compound

Product 1

HCID 86603331HCID 86603331, compoundYield 90%

Procedure

2,4-dichloropyrimidine and (S)-tert-butyl 3-methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylsulfonyl)piperazine-1-carboxylate was coupled following procedure A. The yield was 90%. LC-MS showed the product was >95% pure and had the expected M+H+ of 453.

Sources & evidence

ORD record
ord-4855dc6ca46947b781e12b24593ae4fc
Source dataset
uspto-grants-2012_09
Patent number
US08268822B2

Reaction notes

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