Potassium Carbonate → 2-(Benzotriazol-1-yl)methyl-8-(4,6-dimethoxy-pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4,5]decane

HRID 77341Notes

Reaction equation

[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:17][CH:18]1[CH2:22][O:21][C:20]2([CH2:27][CH2:26][N:25]([C:28]3[N:33]=[C:32]([O:34][CH3:35])[CH:31]=[C:30]([O:36][CH3:37])[N:29]=3)[CH2:24][CH2:23]2)[O:19]1>CN(C)C=O>[N:1]1([CH2:17][CH:18]2[CH2:22][O:21][C:20]3([CH2:23][CH2:24][N:25]([C:28]4[N:29]=[C:30]([O:36][CH3:37])[CH:31]=[C:32]([O:34][CH3:35])[N:33]=4)[CH2:26][CH2:27]3)[O:19]2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

Conditions

Temperature: 120 °C

Procedure

To 37.63 gm (0.3163 mole) of benzotriazole and 35 gm of potassium carbonate in Dimethylformamide (DMF) (350 ml) was added slowly under stirring 82 gm of 2-chloromethyl-8-(4,6-dimethoxy-pyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4,5]decane (intermediate for compound 7) in DMF (300 ml). After the addition, reaction mixture was heated to 120° C. and maintained for 30 hrs. The reaction mixture was cooled to room temperature 28° C. and filtered. The solvent was distilled off to get the product. It was a thick dark brown liquid. Yield of product was 90%

Workup

additionAfter the addition, reaction mixture
temperaturemaintained for 30 hrs
temperatureThe reaction mixture was cooled to room temperature 28° C.
filtrationfiltered
distillationThe solvent was distilled off
customto get the product

Sources & evidence

ORD record: ord-e1d09784d5e745e89ef2dfc6d17429fa
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08841296B2

Reaction notes

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