Ethyl nipecotate → HCID 11154752, compound

HRID 2085062Notes

Reaction equation

FC(F)(F)C(O)=O.[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:21]=[C:22]([S:26]([NH:29][C@H:30](C#C)[CH2:31][C:32]([OH:34])=[O:33])(=[O:28])=[O:27])[CH:23]=[CH:24][CH:25]=1.N1CCC[CH:39]([C:40](OCC)=O)[CH2:38]1>>[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:21]=[C:22]([S:26]([N:29]2[CH2:40][CH2:39][CH2:38][CH:31]([C:32]([OH:34])=[O:33])[CH2:30]2)(=[O:27])=[O:28])[CH:23]=[CH:24][CH:25]=1

Participants

Reactant 2

HCID 98969Ethyl nipecotate

HCID 86759416HCID 86759416, compound

Product 1

HCID 11154752HCID 11154752, compound

Procedure

The procedure for the preparation of the product of EXAMPLE 17 was repeated using ethyl nipecotate (Aldrich) in the place of ethyl (3S)-3-aminopent-4-ynoate hydrochloride to provide the title product. 1H (CD3OD): δ 7.88 (1H, t); 7.82 (1H, d); 7.52 (1H, t); 7.33 (1H, d); 7.24 (1H, s); 7.22 (1H, d); 7.06 (1H, d); 6.87 (1H, t); 4.13 (2H, t); 3.69 (1H, d); 3.47 (3H, m); 2.57 (2H, m); 2.45 (1H, t); 1.94 (5H, m); 1.80 (1H, br. d); 1.60 (1H, br. q); 1.41 (1H, br. q).

Sources & evidence

ORD record: ord-d12a962d4ab64467b0ddf278c48a78d2
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06720315B2

Reaction notes

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