5-Bromo-2-ethoxypyrimidine → HCID 25115370, compound

HRID 1099412Notes

Reaction equation

HRID 1099412 reaction equation
[CH2:1]([N:8]([CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C@H:9]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][C:16]=2B2OC(C)(C)C(C)(C)O2)[O:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:36]1[CH:37]=[N:38][C:39]([O:42][CH2:43][CH3:44])=[N:40][CH:41]=1>>[CH2:28]([N:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C@H:9]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][C:16]=2[C:36]2[CH:37]=[N:38][C:39]([O:42][CH2:43][CH3:44])=[N:40][CH:41]=2)[O:11][CH2:10]1)[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

3

Reactant 2

HCID 164271415-Bromo-2-ethoxypyrimidineHCID 25114260(S)-N,N-dibenzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chroman-3-amine

Product 1

HCID 25115370HCID 25115370, compoundYield 62%

Procedure

The title compound was synthesized as described for Intermediate example I-28 in 62% yield starting from (3S)-N,N-dibenzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan -2-yl)chroman-3-amine and 5-bromo-2-ethoxypyrimidine. The reaction mixture was irradiated in a microwave at 140° C. for 20 min; MS (ESI) m/z 452[M+H+].

Workup

  1. customThe reaction mixture was irradiated in a microwave at 140° C. for 20 min

Sources & evidence

ORD record
ord-166ac06cbb5a42feb604d01d1e33179a
Source dataset
uspto-grants-2012_03
Patent number
US08143408B2

Reaction notes

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