Hexahydrocyclopenta(c)pyrrol-2(1H)-amine → 2-Phenyl-pyrimidine-5-carboxylic acid (hexahydro-cyclopenta[c]pyrrol-2-yl)-amide
Reaction equation
C1C2CCCC2CN1N.COC(=O)CCC1C(=O)N(N)C(=O)NC=1.[CH2:25]1[CH:29]2[CH2:30][CH2:31][CH2:32][CH:28]2[CH2:27][N:26]1[NH:33][C:34]([C:36]1[CH:37]=[N:38][C:39]([C:42]2[CH:47]=[CH:46][CH:45]=[C:44](F)[CH:43]=2)=[N:40][CH:41]=1)=[O:35]>>[CH2:27]1[CH:28]2[CH2:32][CH2:31][CH2:30][CH:29]2[CH2:25][N:26]1[NH:33][C:34]([C:36]1[CH:41]=[N:40][C:39]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)=[N:38][CH:37]=1)=[O:35]Participants
4
Reactant 3
Product 1
Procedure
Following procedures similar to those of Example 64 but substituting hexahydro-cyclopenta[c]pyrrol-2-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 (hexahydro-cyclopenta[c]pyrrol-2-yl)-amide (39%) as a solid. MS: 309 (M+H); 1H NMR (300 MHz, CDCl3): δ 1.20-1.90 (m, 6H), 2.40-3.50 (m, 6H), 6.94 (s, N—H), 7.52 (s, 3H), 8.50 (s, 2H), 9.08-9.38 (d, 2H).
Sources & evidence
- ORD record
- ord-5f386cf2535a4525a9b11739a3ab43c2
- Source dataset
- uspto-grants-2012_09
- Patent number
- US08258130B2
Reaction notes
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