Diisopropylethylamine → HCID 15729386, compound

HRID 477023Notes

Reaction equation

HRID 477023 reaction equation
[NH2:1][C:2]1[C:11]([F:12])=[C:10](F)[C:9]([F:14])=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:18]([OH:20])=[O:19])=[CH:6][N:7]2[CH:15]1[CH2:17][CH2:16]1.[F:22][C:23]([F:35])([F:34])[C:24]([NH:26][C@H:27]1[C@@H:31]([CH2:32][F:33])[CH2:30][NH:29][CH2:28]1)=[O:25].C(N(C(C)C)CC)(C)C>O1CCOCC1>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:29]2[CH2:30][C@H:31]([CH2:32][F:33])[C@H:27]([NH:26][C:24](=[O:25])[C:23]([F:35])([F:34])[F:22])[CH2:28]2)[C:9]([F:14])=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:18]([OH:20])=[O:19])=[CH:6][N:7]2[CH:15]1[CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 139109475-Amino-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 15729377HCID 15729377, compound

Product 1

HCID 15729386HCID 15729386, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In the same manner as described in Example 13 (1), a mixture of 5-amino-1-cyclopropyl-6,7,8-trifluoro1,4-dihydro-4-oxoquinoline-3-carboxylic acid, cis-3-trifluoroacetylamino-4-fluoromethylpyrrolidine, diisopropylethylamine, and dioxane was refluxed for 12 hours to give 5-amino-7-(cis-3-trifluoroacetylamino4-fluoromethyl-1-pyrrolidinyl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid.

Workup

  1. temperaturewas refluxed for 12 hours

Sources & evidence

ORD record
ord-4260ca2cb405436fbde3f47efcaec25d
Source dataset
uspto-grants-1989_12
Patent number
US04886810

Reaction notes

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