1-Naphthalenemethanamine → HCID 69247936, compound

HRID 1349213Notes

Reaction equation

C(O[C:6]([N:8]1[CH2:12][C:11](=[CH:13][Cl:14])[CH2:10][C@H:9]1[C:15]([OH:17])=O)=[O:7])(C)(C)C.[O:18]([CH2:25]C(Cl)=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[C:29]1([CH2:39][NH2:40])[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:32]=[CH:31][CH:30]=1>>[Cl:14][CH:13]=[C:11]1[CH2:12][N:8]([C:6](=[O:7])[CH2:25][O:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C@H:9]([C:15]([NH:40][CH2:39][C:29]2[C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH:32]=[CH:31][CH:30]=2)=[O:17])[CH2:10]1

Participants

Reactant 3

HCID 83551-Naphthalenemethanamine

HCID 69703Phenoxyacetyl chloride

HCID 69251379HCID 69251379, compound

Product 1

HCID 69247936HCID 69247936, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(chloromethylene)-2-pyrrolidinecarboxylic acid, phenoxyacetyl chloride, and 1-naphthylmethylamine the title compound was obtained in 75% purity by LC/MS. MS(ESI+): m/z=435.6.

Sources & evidence

ORD record: ord-983194183dad44ce9811a64b4358b029
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07211601B2

Reaction notes

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