Sodium Iodide → HCID 178451072, compound

HRID 1042045Notes

Reaction equation

[C:1]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])(=[O:9])[CH2:2][CH2:3][C:4]([O:6][CH2:7]Cl)=[O:5].[O:15]1[CH2:20][CH2:19][O:18][C:17]2[CH:21]=[C:22]([C:25]3[C:29]4[O:30][C:31]([N:35]5[CH2:40][CH2:39][O:38][CH2:37][CH2:36]5)=[CH:32][C:33](=[O:34])[C:28]=4[S:27][CH:26]=3)[CH:23]=[CH:24][C:16]1=2.[I-:41].[Na+]>C(#N)C>[I-:41].[C:11]([O:10][C:1](=[O:9])[CH2:2][CH2:3][C:4]([O:6][CH2:7][O:34][C:33]1[CH:32]=[C:31]([N:35]2[CH2:36][CH2:37][O:38][CH2:39][CH2:40]2)[O+:30]=[C:29]2[C:25]([C:22]3[CH:23]=[CH:24][C:16]4[O:15][CH2:20][CH2:19][O:18][C:17]=4[CH:21]=3)=[CH:26][S:27][C:28]=12)=[O:5])([CH3:14])([CH3:13])[CH3:12]

Participants

Conditions

Temperature: 70 °C

Procedure

A 10 mL vial was charged with a magnetic stirring bar, tert-butyl chloromethyl succinate (24 mg, 0.107 mmol), acetonitrile (2 mL), 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-morpholino-7H-thieno[3,2-b]pyran-7-one (28) (20 mg, 0.054 mmol) and sodium iodide (12 mg, 0.081 mmol). The reaction mixture was magnetically stirred for 18 hours at 70° C. to give 7-((4-tert-butoxy-4-oxobutanoyloxy)methoxy)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-morpholinothieno[3,2-b]pyran-4-ium iodide (81).

Workup

additionA 10 mL vial was charged with a magnetic stirring bar

Sources & evidence

ORD record: ord-7d5b2bb1e3264482821e3fb93cf2eb02
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08557807B2

Reaction notes

Loading…