1-Naphthalenemethanamine → HCID 131725489, compound

HRID 1745141Notes

Reaction equation

HRID 1745141 reaction equation
C(O[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=2)[CH2:10][C@H:9]1[C:24]([OH:26])=O)=[O:7])(C)(C)C.[C:27]([C:29]1[CH:37]=[CH:36][C:32](C(Cl)=O)=[CH:31][CH:30]=1)#[N:28].[C:38]1([CH2:48][NH2:49])[C:47]2[C:42](=[CH:43][CH:44]=[CH:45][CH:46]=2)[CH:41]=[CH:40][CH:39]=1>>[C:27]([C:29]1[CH:37]=[CH:36][C:32]([C:6]([N:8]2[CH2:12][C:11](=[N:13][O:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=3)[CH2:10][C@H:9]2[C:24]([NH:49][CH2:48][C:38]2[C:47]3[C:42](=[CH:43][CH:44]=[CH:45][CH:46]=3)[CH:41]=[CH:40][CH:39]=2)=[O:26])=[O:7])=[CH:31][CH:30]=1)#[N:28]

Participants

4

Reactant 3

HCID 83551-NaphthalenemethanamineHCID 801724-Cyanobenzoyl chlorideHCID 131725417(2S,4EZ)-1-(tert-butoxycarbonyl)-4-{[(3,4-dichlorobenzyl)oxy]imino}-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725489HCID 131725489, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-{[(3,4-dichlorobenzyl)oxy]imino}-2-pyrrolidinecarboxylic acid, 4-cyanobenzoyl chloride, and 1-naphthylmethylamine the title compound was obtained in 39% purity by LC/MS. MS(ESI+): m/z=571.6.

Sources & evidence

ORD record
ord-6e252416554d4ebe9a76cc9023f40840
Source dataset
uspto-grants-2006_03
Patent number
US07018988B2

Reaction notes

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