Ethyl 2-chloro-4-methoxy-3-oxobutanoate → Ethyl 2-(4-aminopiperidin-1-yl)-4-(methoxymethyl)-1,3-thiazole-5-carboxylate hydrochloride

HRID 2233834Notes

Reaction equation

HRID 2233834 reaction equation
[NH2:1][C:2]([N:4]1[CH2:9][CH2:8][CH:7]([NH:10]C(=O)OC(C)(C)C)[CH2:6][CH2:5]1)=[S:3].[Cl:18][CH:19]([C:25](=O)[CH2:26][O:27][CH3:28])[C:20]([O:22][CH2:23][CH3:24])=[O:21]>>[ClH:18].[NH2:10][CH:7]1[CH2:6][CH2:5][N:4]([C:2]2[S:3][C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:25]([CH2:26][O:27][CH3:28])[N:1]=2)[CH2:9][CH2:8]1

Participants

3

Reactant 2

HCID 58007347Ethyl 2-chloro-4-methoxy-3-oxobutanoate2×HCID 59296117tert-butyl N-(1-carbamothioylpiperidin-4-yl)carbamate2×

Product 1

HCID 68581274Ethyl 2-(4-aminopiperidin-1-yl)-4-(methoxymethyl)-1,3-thiazole-5-carboxylate hydrochloride

Procedure

The title compound was prepared in a manner analogous to Intermediate 126 starting from tert-butyl [1-(aminocarbonothioyl)piperidin-4-yl]carbamate (Intermediate 125) and ethyl 2-chloro-4-methoxy-3-oxobutanoate (Intermediate 6).

Sources & evidence

ORD record
ord-dabb03090afb4cf781578ff95f3cb7b9
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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