Oxalic Acid → HCID 59619400, compound

HRID 1367500Notes

Reaction equation

HRID 1367500 reaction equation
[C:1]([C:3]1([NH:6][C:7]([CH:9]2[CH2:13][CH2:12][CH:11]([S:14]([C:17]3[CH:22]=[CH:21][C:20](F)=[CH:19][C:18]=3[Cl:24])(=[O:16])=[O:15])[CH2:10]2)=[O:8])[CH2:5][CH2:4]1)#[N:2].[CH2:25]1[C:28]2([CH2:31][NH:30][CH2:29]2)[CH2:27][O:26]1.C(O)(=O)C(O)=O>>[C:1]([C:3]1([NH:6][C:7]([C@@H:9]2[CH2:13][CH2:12][C@@H:11]([S:14]([C:17]3[CH:22]=[CH:21][C:20]([N:30]4[CH2:31][C:28]5([CH2:25][O:26][CH2:27]5)[CH2:29]4)=[CH:19][C:18]=3[Cl:24])(=[O:16])=[O:15])[CH2:10]2)=[O:8])[CH2:5][CH2:4]1)#[N:2]

Participants

4

Reactant 3

HCID 971Oxalic AcidHCID 231118872-Oxa-6-azaspiro[3.3]heptaneHCID 72340489HCID 72340489, compound

Product 1

HCID 59619400HCID 59619400, compound

Procedure

The title compound was synthesized in analogy to Example 80, from Rac-(1S,3S)-3-(2-chloro-4-fluoro-benzenesulfonyl)-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide and 2-oxa-6-aza-spiro[3.3]heptane as oxalic acid salt (CAS [1045709-32-7]; Angew. Chem. Int. Ed. 2008, 47, 4512-4515) to afford the desired product as a light yellow oil. MS (EI): 450.2 (M+H)+.

Sources & evidence

ORD record
ord-4879e4ccf525417a8731f3b1ffb87314
Source dataset
uspto-grants-2011_02
Patent number
US07893099B2

Reaction notes

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