L-Proline 1,1-dimethylethyl ester → HCID 44256297, compound

HRID 2189456Notes

Reaction equation

HRID 2189456 reaction equation
[F:1][C:2]([F:33])([F:32])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[O:31])[NH:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:23]3[CH:24]=[CH:25][N:26]=[C:27]([C:28](O)=[O:29])[C:22]3=[N:21][N:20]=2)=[CH:15][CH:14]=1.C([O:38][C:39](=[O:45])[C@@H:40]1[CH2:44][CH2:43][CH2:42][NH:41]1)(C)(C)C>>[F:1][C:2]([F:33])([F:32])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[O:31])[NH:12][C:13]1[CH:14]=[CH:15][C:16]([C:19]2[N:23]3[CH:24]=[CH:25][N:26]=[C:27]([C:28]([N:41]4[CH2:42][CH2:43][CH2:44][C@H:40]4[C:39]([OH:45])=[O:38])=[O:29])[C:22]3=[N:21][N:20]=2)=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 6453108L-Proline 1,1-dimethylethyl esterHCID 58137768HCID 58137768, compound

Product 1

HCID 44256297HCID 44256297, compound

Procedure

The title compound was prepared from 3-(4-(3-(2-(trifluoromethoxy)phenyl)ureido)phenyl)-[1,2,4]triazolo[4,3-a]pyrazine-8-carboxylic acid (61G) and L-proline tert-butyl ester by analogous procedure described in Example 61H. HPLC/MS (Method C): retention time=1.91-2.01 min (broad rotomer), [M+H]+=556.4.

Sources & evidence

ORD record
ord-1e204a09612a4ee4aeddcac58c059103
Source dataset
uspto-grants-2012_12
Patent number
US08324241B2

Reaction notes

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