Atorvastatin → HCID 86702809, compound

HRID 1525610Notes

Reaction equation

[CH3:1][CH:2]([C:4]1[N:8]([CH2:9][CH2:10][C@@H:11]([OH:19])[CH2:12][C@@H:13]([OH:18])[CH2:14][C:15](O)=[O:16])[C:7]([C:20]2[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=2)=[C:6]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:5]=1[C:33]([NH:35][C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)=[O:34])[CH3:3].[NH2:42][CH2:43][CH2:44][NH:45][C:46](=[O:66])[CH2:47][CH2:48][CH2:49]/[CH:50]=[CH:51]\[CH2:52]/[CH:53]=[CH:54]\[CH2:55]/[CH:56]=[CH:57]\[CH2:58]/[CH:59]=[CH:60]\[CH2:61]/[CH:62]=[CH:63]\[CH2:64][CH3:65].C(O)(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC>>[OH:19][C@@H:11]([CH2:12][C@@H:13]([OH:18])[CH2:14][C:15]([NH:42][CH2:43][CH2:44][NH:45][C:46](=[O:66])[CH2:47][CH2:48][CH2:49]/[CH:50]=[CH:51]\[CH2:52]/[CH:53]=[CH:54]\[CH2:55]/[CH:56]=[CH:57]\[CH2:58]/[CH:59]=[CH:60]\[CH2:61]/[CH:62]=[CH:63]\[CH2:64][CH3:65])=[O:16])[CH2:10][CH2:9][N:8]1[C:7]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)=[C:6]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:5]([C:33]([NH:35][C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)=[O:34])=[C:4]1[CH:2]([CH3:3])[CH3:1]

Participants

Reactant 3

HCID 60823Atorvastatin

HCID 446284Icosapent

HCID 86696154HCID 86696154, compound

Product 1

HCID 86702809HCID 86702809, compound

Procedure

The same procedures outlined in example 6 were employed, substituting (5Z,8Z,11Z,14Z,17Z)—N-(2-aminoethyl)icosa-5,8,11,14,17-pentaenamide as the appropriate amine component during the amide coupling with atorvastatin. (5Z,8Z,11Z,14Z,17Z)—N-(2-aminoethyl)icosa-5,8,11,14,17-pentaenamide, in turn, was prepared according to the procedures outlined in WO 2012115695 using (5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoic acid as the starting material. MS calculated for C55H69FN4O5: 884.53. found: [M+H]+ 885.

Sources & evidence

ORD record: ord-39eac08a2a294b5d929a314fe98cd3a4
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09084826B2

Reaction notes

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