Pyrrolidin-1-amine monohydrochloride → HCID 25099312, compound

HRID 2381988Notes

Reaction equation

HRID 2381988 reaction equation
Cl.N1(N)CCCC1.COC(=O)CCC1C(=O)N(N)C(=O)NC=1.[N:23]1([NH:28][C:29]([C:31]2[CH:32]=[N:33][C:34]([C:37]3[CH:42]=[CH:41][CH:40]=[C:39](F)[CH:38]=3)=[N:35][CH:36]=2)=[O:30])[CH2:27][CH2:26][CH2:25][CH2:24]1>>[N:23]1([NH:28][C:29]([C:31]2[CH:36]=[N:35][C:34]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)=[N:33][CH:32]=2)=[O:30])[CH2:24][CH2:25][CH2:26][CH2:27]1

Participants

4

Reactant 3

HCID 3017392Pyrrolidin-1-amine monohydrochlorideHCID 685585002-(3-Fluoro-phenyl)-pyrimidine-5-carboxylic acid pyrrolidin 1-yl-amideHCID 866393703-Amino-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-propionic acid methyl ester

Product 1

HCID 25099312HCID 25099312, compound

Procedure

Following procedures similar to those of Example 64 but substituting pyrrolidin-1-ylamine hydrochloride 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 pyrrolidin 1-yl-amide (67%) as a solid. MS: 269 (M+H); 1H NMR (300 MHz, CDCl3): δ 1.70-2.20 (m, 4H), 2.70-3.46 (m, 4H), 7.55 (s, 3H), 8.42-8.67(m, 2H), 9.14-9.49 (t, 2H).

Sources & evidence

ORD record
ord-b80b549c846e483f9b029ed75a1f4219
Source dataset
uspto-grants-2012_09
Patent number
US08258130B2

Reaction notes

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