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Pyridine → 2-[5-(3,4-Dimethoxyphenylacetylamino)-2-ethoxyphenyl]-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

HRID 11279
Notes
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Reaction equation

HRID 11279 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:24][CH2:25][CH3:26])=[C:6]([C:8]2[NH:13][C:12](=[O:14])[C:11]3=[C:15]([CH3:23])[N:16]=[C:17]([CH:18]4[CH2:22][CH2:21][CH2:20][CH2:19]4)[N:10]3[N:9]=2)[CH:7]=1.[CH3:27][O:28][C:29]1[CH:30]=[C:31]([CH2:37][C:38](Cl)=[O:39])[CH:32]=[CH:33][C:34]=1[O:35][CH3:36].N1C=CC=CC=1>O1CCCC1>[CH3:27][O:28][C:29]1[CH:30]=[C:31]([CH2:37][C:38]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([O:24][CH2:25][CH3:26])=[C:6]([C:8]3[NH:13][C:12](=[O:14])[C:11]4=[C:15]([CH3:23])[N:16]=[C:17]([CH:18]5[CH2:22][CH2:21][CH2:20][CH2:19]5)[N:10]4[N:9]=3)[CH:7]=2)=[O:39])[CH:32]=[CH:33][C:34]=1[O:35][CH3:36]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 1049PyridineHCID 3604458(3,4-Dimethoxyphenyl)acetyl chlorideHCID 1356049412-(5-Amino-2-ethoxyphenyl)-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

Product 1

HCID 1356049512-[5-(3,4-Dimethoxyphenylacetylamino)-2-ethoxyphenyl]-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

Reagents, catalysts & solvents 1

HCID 8028
Tetrahydrofuran
Solvent

Procedure

Analogously to the preparation of example 46, 100 mg (0.283 mmol) of the compound from example 42A are reacted with 182 mg (0.849 mmol) of 3,4-dimethoxyphenylacetyl chloride and 0.23 ml (2.84 mmol) of pyridine in 6 ml of tetrahydrofuran.

Sources & evidence

ORD record
ord-0d637d190c36455992e0de19f9749e14
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07098207B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes