Ethyl (chloroformyl)acetate → HCID 58180547, compound

HRID 220363Notes

Reaction equation

HRID 220363 reaction equation
Cl[CH:2]([CH:8]=O)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH:10]1([N:13]([CH:35]2[CH2:37][CH2:36]2)[C:14]([C:16]2[N:32]([CH2:33][CH3:34])[C:19]3=[N:20][C:21]([NH:28][C:29]([NH2:31])=[S:30])=[C:22]4[N:26]=[CH:25][N:24]([CH3:27])[C:23]4=[C:18]3[CH:17]=2)=[O:15])[CH2:12][CH2:11]1>>[CH:35]1([N:13]([CH:10]2[CH2:11][CH2:12]2)[C:14]([C:16]2[N:32]([CH2:33][CH3:34])[C:19]3=[N:20][C:21]([NH:28][C:29]4[S:30][C:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[CH:8][N:31]=4)=[C:22]4[N:26]=[CH:25][N:24]([CH3:27])[C:23]4=[C:18]3[CH:17]=2)=[O:15])[CH2:36][CH2:37]1

Participants

3

Reactant 2

HCID 118030Ethyl (chloroformyl)acetateHCID 58180527N,N-dicyclopropyl-6-ethyl-1-methyl-4-thioureido-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide

Product 1

HCID 58180547HCID 58180547, compoundYield 17%

Procedure

This compound was prepared according to example 2 using ethyl 2-chloro-2-formylacetate and N,N-dicyclopropyl-6-ethyl-1-methyl-4-thioureido-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide (example 2B) to provide ethyl 2-(7-(dicyclopropylcarbamoyl)-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-4-ylamino)thiazole-5-carboxylate (18.5 mg, 17% yield) as a pale yellow solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-0328d9655fc44a6da58e5c51e2f2de40
Source dataset
uspto-grants-2012_06
Patent number
US08202881B2

Reaction notes

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