Ethyl 4-chloro-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylate → 4-(5-Acetyl-4-methyl-2-cyclopropylmethoxy-phenyl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid ethyl ester

HRID 2093861Notes

Reaction equation

HRID 2093861 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:10]2[N:11]=[CH:12][N:13]=[C:14](Cl)[C:9]=2[NH:8][CH:7]=1)=[O:5])[CH3:2].[CH:16]1([CH2:19][O:20][C:21]2[C:26](B3OC(C)(C)C(C)(C)O3)=[CH:25][C:24]([C:36](=[O:38])[CH3:37])=[C:23]([CH3:39])[CH:22]=2)[CH2:18][CH2:17]1>>[CH2:1]([O:3][C:4]([C:6]1[C:10]2[N:11]=[CH:12][N:13]=[C:14]([C:26]3[CH:25]=[C:24]([C:36](=[O:38])[CH3:37])[C:23]([CH3:39])=[CH:22][C:21]=3[O:20][CH2:19][CH:16]3[CH2:18][CH2:17]3)[C:9]=2[NH:8][CH:7]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 52987614Ethyl 4-chloro-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylateHCID 668675691-[4-Cyclopropylmethoxy-2-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethanone

Product 1

HCID 668665934-(5-Acetyl-4-methyl-2-cyclopropylmethoxy-phenyl)-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid ethyl ester

Procedure

Starting from 4-chloro-5H-pyrrolo[3,2-d]pyrimidine-7-carboxylic acid ethyl ester and 1-[4-cyclopropylmethoxy-2-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethanone (example A47) the title compound is obtained as colorless solid.

Sources & evidence

ORD record
ord-025d3a527f5147269cf67a43b5ff6466
Source dataset
uspto-grants-2013_05
Patent number
US08445501B2

Reaction notes

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