rel-(3R,4S)-4-Methyl-3-pyrrolidinamine → HCID 14304604, compound

HRID 477018Notes

Reaction equation

HRID 477018 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([F:17])[C:10]([F:16])=[C:11](F)[C:12]=3[F:14])[C:7](=[O:18])[C:6]([C:19]([OH:21])=[O:20])=[CH:5]2)[CH2:3][CH2:2]1.[NH2:22][C@H:23]1[C@H:27]([CH3:28])[CH2:26][NH:25][CH2:24]1>C1(C)C(C)=CC=CC=1>[NH2:22][C@H:23]1[C@H:27]([CH3:28])[CH2:26][N:25]([C:11]2[C:12]([F:14])=[C:13]3[C:8]([C:7](=[O:18])[C:6]([C:19]([OH:21])=[O:20])=[CH:5][N:4]3[CH:1]3[CH2:2][CH2:3]3)=[C:9]([F:17])[C:10]=2[F:16])[CH2:24]1

Participants

4

Reactant 2

HCID 10329256rel-(3R,4S)-4-Methyl-3-pyrrolidinamineHCID 138255151-Cyclopropyl-5,6,7,8-tetrafluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Product 1

HCID 14304604HCID 14304604, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

In the same manner as described in Example 5, a mixture of 1-cyclopropyl-5,6,7,8-tetrafluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, trans-3-amino4-methylpyrrolidine, and xylene was refluxed for 3 hours to give 7-(trans-3-amino-4-methyl-1-pyrrolidinyl)-1-cyclopropyl-5,6,8-trifluoro-1,4-dihydro-4-oxoquinoline3-carboxylic acid, m.p. 255°-256° C.

Workup

  1. temperaturewas refluxed for 3 hours

Sources & evidence

ORD record
ord-59c77e1dbb0b4e40ab65191382fa8d9e
Source dataset
uspto-grants-1989_12
Patent number
US04886810

Reaction notes

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