Acetonitrile → HCID 86632634, compound

HRID 1011232Notes

Reaction equation

HRID 1011232 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([O:21][CH3:22])[C:11]=1[N:12]1[CH2:17][CH2:16][CH:15]([C:18]([OH:20])=[O:19])[CH2:14][CH2:13]1)[N:8]([CH2:23][C:24]([F:27])([F:26])[F:25])[CH:7]=[C:6]([C:28]([NH:30][CH2:31][C:32]1[CH:37]=[CH:36][C:35]([O:38][C:39]([F:42])([F:41])[F:40])=[CH:34][C:33]=1[CH3:43])=[O:29])[C:5]2=[O:44].C(#N)C.[NH:48]([CH2:52][CH2:53][OH:54])[CH2:49][CH2:50][OH:51]>O>[NH:48]([CH2:52][CH2:53][OH:54])[CH2:49][CH2:50][OH:51].[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([O:21][CH3:22])[C:11]=1[N:12]1[CH2:17][CH2:16][CH:15]([C:18]([OH:20])=[O:19])[CH2:14][CH2:13]1)[N:8]([CH2:23][C:24]([F:27])([F:25])[F:26])[CH:7]=[C:6]([C:28]([NH:30][CH2:31][C:32]1[CH:37]=[CH:36][C:35]([O:38][C:39]([F:40])([F:41])[F:42])=[CH:34][C:33]=1[CH3:43])=[O:29])[C:5]2=[O:44]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 8113DiethanolamineHCID 57781000HCID 57781000, compound

Product 1

HCID 86632634HCID 86632634, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

400 mg (0.63 mmol) of 1-[6-fluoro-8-methoxy-3-({[2-methyl-4-(trifluoromethoxy)benzyl]amino}carbonyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]piperidine-4-carboxylic acid (Example 47) are suspended in 20 ml of deionized water and 20 ml of acetonitrile at RT. 60.5 μl (66.4 mg, 0.63 mmol) of diethanolamine are added and the mixture is stirred at RT overnight. The resulting solution is freed from the acetonitrile on a rotary evaporator. The aqueous solution which remains was frozen and lyophilized. 475 mg (100% of theory) of residue, which is found by analysis to correspond to the title compound, are obtained

Workup

  1. customat RT
  2. customThe resulting solution is freed from the acetonitrile on a rotary evaporator
  3. temperatureThe aqueous solution which remains was frozen
  4. customare obtained

Sources & evidence

ORD record
ord-255cbc980ddf49ba82ec1aea01012478
Source dataset
uspto-grants-2011_07
Patent number
US07977349B2

Reaction notes

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