Benzyl chloroformate → HCID 70186121, compound

HRID 1069436Notes

Reaction equation

[NH2:1][C:2]1[C:3](=[O:21])[N:4]([CH2:16][C:17]([O:19][CH3:20])=[O:18])[C:5]([CH3:15])=[CH:6][C:7]=1[CH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.Cl[C:23]([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:24]>>[CH:9]1([CH2:8][C:7]2[CH:6]=[C:5]([CH3:15])[N:4]([CH2:16][C:17]([O:19][CH3:20])=[O:18])[C:3](=[O:21])[C:2]=2[NH:1][C:23]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:24])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

Reactant 2

HCID 10387Benzyl chloroformate

HCID 70186099HCID 70186099, compound

Product 1

HCID 70186121HCID 70186121, compoundYield 57%

Procedure

1.12 g (3.83 mmol of methyl 3-amino-4-(cyclohexylmethyl)-6-methyl-2-oxo-1,2-dihydropyridine-1-acetate are reacted with phenylmethyl chloroformate under the conditions described in Example 3. 0.93 g of product is obtained after purification by chromatography on a silica gel column, eluting with a dichloromethane:methanol (98:2) mixture.

Sources & evidence

ORD record: ord-af1dbbe7f9d14a369a850490d5eeb6b7
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06252082B1

Reaction notes

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