4-Cyclopentylpiperazin-1-amine → 2-(3-Fluoro-phenyl)-pyrimidine-5-carboxylic acid (4-cyclopentyl-piperazin-1-yl)-amide

HRID 2381989Notes

Reaction equation

HRID 2381989 reaction equation
[CH:1]1([N:6]2[CH2:11][CH2:10][N:9]([NH2:12])[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.COC(=O)CCC1C(=O)N(N)C(=O)NC=1.[F:28][C:29]1[CH:30]=[C:31]([C:35]2[N:40]=[CH:39][C:38]([C:41](O)=[O:42])=[CH:37][N:36]=2)[CH:32]=[CH:33][CH:34]=1.C1(N2CCN([NH-])CC2)CCCC1>>[CH:1]1([N:6]2[CH2:7][CH2:8][N:9]([NH:12][C:41]([C:38]3[CH:39]=[N:40][C:35]([C:31]4[CH:32]=[CH:33][CH:34]=[C:29]([F:28])[CH:30]=4)=[N:36][CH:37]=3)=[O:42])[CH2:10][CH2:11]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 4

HCID 15124854-Cyclopentylpiperazin-1-amineHCID 450733632-(3-Fluorophenyl)pyrimidine-5-carboxylic acidHCID 866393703-Amino-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-propionic acid methyl esterHCID 866393724-Cyclopentyl-piperazin-1-yl-amide

Product 1

HCID 250993932-(3-Fluoro-phenyl)-pyrimidine-5-carboxylic acid (4-cyclopentyl-piperazin-1-yl)-amide

Procedure

Following procedures similar to those of Example 64 but using substituting 2-(3-fluoro-phenyl)-pyrimidine-5-carboxylic acid for 2-phenyl-4-yl-pyrimidine-5-carboxylic acid, and substituting 4-cyclopentyl-piperazin-1-ylamine for 3-{3-amino-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-propionic acid methyl ester, there is prepared 2-(3-fluoro-phenyl)-pyrimidine-5-carboxylic acid (4-cyclopentyl-piperazin-1-yl-amide (64%) as a solid. MS: 370 (M+H).

Sources & evidence

ORD record
ord-8e25dc5f6a454943b6ae338b0f5b73b2
Source dataset
uspto-grants-2012_09
Patent number
US08258130B2

Reaction notes

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