2-(2-Bromoethyl)-1,3-dioxolane → HCID 86670133, compound

HRID 1631750Notes

Reaction equation

HRID 1631750 reaction equation
[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[NH:8][CH2:7][C@@H:6]3[CH2:12][O:13][CH2:14][CH2:15][N:5]3[C:4]=2[N:3]=1.CC(C)([O-])C.[Na+].Br[CH2:23][CH2:24][CH:25]1[O:29][CH2:28][CH2:27][O:26]1>CS(C)=O>[O:26]1[CH2:27][CH2:28][O:29][CH:25]1[CH2:24][CH2:23][N:8]1[CH2:7][C@@H:6]2[CH2:12][O:13][CH2:14][CH2:15][N:5]2[C:4]2[N:3]=[C:2]([Cl:1])[N:11]=[CH:10][C:9]1=2

Participants

5

Reactant 3

HCID 877762-(2-Bromoethyl)-1,3-dioxolaneHCID 23676156Sodium t-butoxideHCID 86670088(R)-2-chloro-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridine

Product 1

HCID 86670133HCID 86670133, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared in a manner similar to PREPARATION x5 using (R)-2-chloro-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridine (PREPARATION x2, 250 mg, 1.103 mmol) in DMSO (7 mL), sodium tert-butoxide (127 mg, 1.324 mmol), and 2-(2-bromoethyl)-1,3-dioxolane (220 mg, 1.213 mmol) (200 mg, 56%). ESI-MS m/z [M+H]+ calc'd for C14H19ClN4O3, 327.12. found 327.2.

Sources & evidence

ORD record
ord-683299fab400476e9fc15a5754c01384
Source dataset
uspto-grants-2014_07
Patent number
US08791107B2

Reaction notes

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