4-Hydrazinylquinoline--hydrogen chloride (1/1) → HCID 66770803, compound

HRID 1697626Notes

Reaction equation

[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([F:22])([F:21])[F:20])(=[O:12])=[O:11])[CH2:7][N:6]1[C:23](=S)[CH2:24][C:25](=O)[CH3:26])=[O:4].Cl.[N:30]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:33]([NH:40][NH2:41])=[CH:32][CH:31]=1>>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([F:20])([F:21])[F:22])(=[O:11])=[O:12])[CH2:7][N:6]1[C:23]1[N:40]([C:33]2[C:34]3[C:39](=[CH:38][CH:37]=[CH:36][CH:35]=3)[N:30]=[CH:31][CH:32]=2)[N:41]=[C:25]([CH3:26])[CH:24]=1)=[O:4]

Participants

Reactant 2

HCID 177506394-Hydrazinylquinoline--hydrogen chloride (1/1)

HCID 86646823(2S,4R)-1-(3-oxo-thiobutyryl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester

Product 1

HCID 66770803HCID 66770803, compound

Procedure

In analogy to the procedure described in example 192 h, (2S,4R)-1-(3-oxo-thiobutyryl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester (example 192 g) was reacted with quinolin-4-yl-hydrazine hydrochloride (CAS Reg. No. 68500-41-4) to give the title compound as orange oil. MS (ESI): m/z=545.2 [M+H]+.

Sources & evidence

ORD record: ord-2a2d7aeb60fd42f092059c2594c77d5e
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163793B2

Reaction notes

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