Ethyl chloroformate → HCID 67071569, compound

HRID 874303Notes

Reaction equation

HRID 874303 reaction equation
[CH3:1][O:2][C:3](=[O:27])/[CH:4]=[CH:5]/[C:6]1[CH:7]=[C:8]2[C:23](=[CH:24][CH:25]=1)[O:22][C:11]1([CH2:14][N:13]([C:15]([O:17][C:18](C)(C)[CH3:19])=[O:16])[CH2:12]1)[CH2:10][C:9]2=[O:26].ClC(OCC)=O.CCN(C(C)C)C(C)C>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:27])/[CH:4]=[CH:5]/[C:6]1[CH:7]=[C:8]2[C:23](=[CH:24][CH:25]=1)[O:22][C:11]1([CH2:14][N:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:12]1)[CH2:10][C:9]2=[O:26]

Participants

5

Reactant 3

HCID 10928Ethyl chloroformateHCID 81531DiisopropylethylamineHCID 67071422HCID 67071422, compound

Product 1

HCID 67071569HCID 67071569, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of Intermediate 4 (280 mg, 0.90 mmol) in DCM (7.5 ml) was treated with ethyl chloroformate (0.13 ml, 1.4 mmol) and DIPEA (0.32 ml, 1.8 mmol) as described in Example 36, Step A, giving (E)-3-[1′-ethyloxycarbonyl-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-acrylic acid methyl ester as a light brown solid (310 mg).

Sources & evidence

ORD record
ord-ed41e0c73ada4bc68262dc66fc288151
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

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