Sodium hydride → HCID 53628341, compound

HRID 1024842Notes

Reaction equation

HRID 1024842 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]2)[O:4][CH2:3][C@@H:2]1[CH2:11][OH:12].[Cl:13][C:14]1[CH:19]=[C:18](Cl)[N:17]=[C:16]([S:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[C:24]=2[F:30])[N:15]=1.[H-].[Na+]>C1COCC1>[Cl:13][C:14]1[CH:19]=[C:18]([O:12][CH2:11][C@H:2]2[CH2:3][O:4][C:5]3([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]3)[O:1]2)[N:17]=[C:16]([S:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[C:24]=2[F:30])[N:15]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 12334412[(3S)-1,4-Dioxaspiro[4.5]decan-3-yl]methanolHCID 859280374,6-Dichloro-2-((2,3-difluorobenzyl)thio)pyrimidine

Product 1

HCID 53628341HCID 53628341, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The subtitle compound was prepared according to the procedure outlined in example 1 step iii) using (2S)-1,4-dioxaspiro[4.5]decane-2-methanol (0.46 g) and 4,6-Dichloro-2-[(2,3-difluorobenzyl)thio]pyrimidine (the product of example 1 step (ii) (0.75 g) in THF (8 mL) and 60% sodium hydride (39 mg) to give the subtitle compound as a pale yellow solid. Yield: 0.70 g.

Workup

  1. customThe subtitle compound was prepared

Sources & evidence

ORD record
ord-6a8e83181b9e474fa8a8c6dc27c93d31
Source dataset
uspto-grants-2014_05
Patent number
US08722883B2

Reaction notes

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