(R)-3-(5-chloroindole-2-carbonylamino)-3,4-dihydrocarbostyril → (S)-1-carbomethoxymethyl-3-(5-chloroindole-2-carbonylamino)-3,4-dihydrocarbostyril

HRID 31122

Reaction equation

HRID 31122 reaction equation
ClC1C=C2C(=CC=1)NC(C(N[C@@H]1CC3C(=CC=CC=3)NC1=O)=O)=C2.[C:25]([CH2:29][N:30]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH2:34][C@@H:33]([NH:41][C:42]([C:44]2[NH:45][C:46]3[C:51]([CH:52]=2)=[CH:50][C:49]([Cl:53])=[CH:48][CH:47]=3)=[O:43])[C:31]1=[O:32])([O:27][CH3:28])=[O:26].C(OC(N[C@@H]1CC2C(=CC=CC=2)NC1=O)=O)(C)(C)C>>[C:25]([CH2:29][N:30]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH2:34][C@H:33]([NH:41][C:42]([C:44]2[NH:45][C:46]3[C:51]([CH:52]=2)=[CH:50][C:49]([Cl:53])=[CH:48][CH:47]=3)=[O:43])[C:31]1=[O:32])([O:27][CH3:28])=[O:26]

Participants

4

Reactant 3

HCID 9840862(R)-3-(5-chloroindole-2-carbonylamino)-3,4-dihydrocarbostyrilHCID 69194658(R)-1-carbomethoxymethyl-3-(5-chloroindole-2-carbonylamino)-3,4-dihydrocarbostyrilHCID 69198597(R)-3-t-butyloxycarbonylamino-3,4-dihydrocarbostyril

Product 1

HCID 69196603(S)-1-carbomethoxymethyl-3-(5-chloroindole-2-carbonylamino)-3,4-dihydrocarbostyril

Procedure

The title compound was prepared from (S)-3-t-butyloxycarbonylamino-3,4-dihydrocarbostyril (prepared in Example 5) by the procedures described for the preparation of (R)-1-carbomethoxymethyl-3-(5-chloroindole-2-carbonylamino)-3,4-dihydrocarbostyril (Example 7) from (R)-3-t-butyloxycarbonylamino-3,4-dihydrocarbostyril. HPLC/MS [M+H]+, 412.

Sources & evidence

ORD record
ord-e26c825f1b8d4b71b0c59d1124178a4f
Source dataset
uspto-grants-2008_09
Patent number
US07425550B2

Linked notes

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