2-Bromopropane → isopropyl 2-chloro-5-(1,2,4,5,6,7-hexahydro-1-methyl-2,4-dioxo-3H-cyclopenta[d]pyrimidin-3-yl)-benzoate

HRID 845966Notes

Reaction equation

[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([N:13]2[C:18](=[O:19])[C:17]3[CH2:20][CH2:21][CH2:22][C:16]=3[N:15]([CH3:23])[C:14]2=[O:24])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[Na].Cl[C:27]1C=CC(N2C(=O)C3CCCCC=3N(C)C2=O)=CC=1C(O)=O.C(Br)(C)C>>[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([N:13]2[C:18](=[O:19])[C:17]3[CH2:20][CH2:21][CH2:22][C:16]=3[N:15]([CH3:23])[C:14]2=[O:24])=[CH:9][C:3]=1[C:4]([O:6][CH:7]([CH3:27])[CH3:8])=[O:5]

Participants

Reactant 4

HCID 63582-Bromopropane

HCID 5360545Sodium

HCID 20130616ethyl 2-chloro-5-(1,2,4,5,6,7-hexahydro-1-methyl-2,4-dioxo-3H-cyclopenta[d] pyrimidin-3-yl)-benzoate

HCID 20130662HCID 20130662, compound

Product 1

HCID 20130708isopropyl 2-chloro-5-(1,2,4,5,6,7-hexahydro-1-methyl-2,4-dioxo-3H-cyclopenta[d]pyrimidin-3-yl)-benzoate

Procedure

using ethyl 2-chloro-5-(1,2,4,5,6,7-hexahydro-1-methyl-2,4-dioxo-3H-cyclopenta[d]pyrimidin-3-yl)-benzoate via the sodium salt of the corresponding carboxylic acid and isopropyl bromide there is obtained isopropyl 2-chloro-5-(1,2,4,5,6,7-hexahydro-1-methyl-2,4-dioxo-3H-cyclopenta[d]pyrimidin-3-yl)-benzoate, m.p. 148°-150° C.

Sources & evidence

ORD record: ord-a2b9a46281ef4a1bb5cf86e049522a9a
Source dataset: uspto-grants-1988_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04760163

Reaction notes

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