N-(4,4-diethoxybutyl)acetamide → HCID 44608787, compound

HRID 1260520Notes

Reaction equation

HRID 1260520 reaction equation
C(OC1C=CC(OC(CO)CO)=NC=1)C1C=CC=CC=1.C(OC(OCC)CCCNC(=O)C)C.[CH2:35]([O:42][C:43]1[CH:44]=[CH:45][C:46]([O:49][C@H:50]2[CH2:55][O:54][C@@H:53]([CH2:56][CH2:57][CH2:58][NH:59][C:60](=[O:62])[CH3:61])[O:52][CH2:51]2)=[N:47][CH:48]=1)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.C(OC1C=CC(O[C@@H]2CO[C@@H](CCCNC(=O)C)OC2)=NC=1)C1C=CC=CC=1>>[CH2:35]([O:42][C:43]1[CH:44]=[CH:45][C:46]([O:49][CH:50]2[CH2:55][O:54][CH:53]([CH2:56][CH2:57][CH2:58][NH:59][C:60](=[O:62])[CH3:61])[O:52][CH2:51]2)=[N:47][CH:48]=1)[C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

Participants

5

Reactant 4

HCID 12677171N-(4,4-diethoxybutyl)acetamideHCID 49855595HCID 49855595, compoundHCID 178474772HCID 178474772, compoundHCID 178474773HCID 178474773, compound

Product 1

HCID 44608787HCID 44608787, compound

Procedure

2-(5-Benzyloxypyridin-2-yloxy)propane-1,3-diol (216 mg, 784 μmol) was reacted with N-(4,4-diethoxybutyl)acetamide in analogy to example 3d. Yield: cis-N-{3-[5-(5-benzyloxypyridin-2-yloxy)-[1,3]dioxan-2-yl]propyl}acetamide (example 16), 21 mg (7%), M+H+: 387.22 and trans-N-{3-[5-(5-benzyloxypyridin-2-yloxy)-[1,3]dioxan-2-yl]propyl}acetamide (example 17), 6 mg (2%), M+H+: 387.23.

Sources & evidence

ORD record
ord-fba0632726a74c869ffa51cc0c5cd7cb
Source dataset
uspto-grants-2013_06
Patent number
US08470841B2

Reaction notes

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