1-Naphthalenecarbonyl chloride → HCID 22879066, compound

HRID 2293458Notes

Reaction equation

HRID 2293458 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12](=[O:25])[C@@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2[CH2:18][C@@H:19]([NH2:24])[CH2:20][CH:21]([CH3:23])[CH3:22])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:26]1([C:36](Cl)=[O:37])[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:29]=[CH:28][CH:27]=1>>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12](=[O:25])[C@@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2[CH2:18][C@@H:19]([NH:24][C:36]([C:26]2[C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:29]=[CH:28][CH:27]=2)=[O:37])[CH2:20][CH:21]([CH3:22])[CH3:23])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 701461-Naphthalenecarbonyl chlorideHCID 22873003HCID 22873003, compound

Product 1

HCID 22879066HCID 22879066, compoundYield 42%

Procedure

Using the procedure described in Example 7, treatment of 1-[2-(S)-amino-4-methylpentyl]-L-proline 4-phenylbutylamide (120 mg) with 1-naphthoyl chloride (71 uL) provided 66 mg (42%) of the title compound. The 1H NMR and Mass spectrum analysis of this compound was consistent with the structure.

Sources & evidence

ORD record
ord-d94c9198f8d94e97b1722df2380248e7
Source dataset
uspto-grants-1997_11
Patent number
US05686469

Reaction notes

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