Tetrafluoro-m-phenylenediamine dihydrochloride → Milveterol

HRID 502003Notes

Reaction equation

HRID 502003 reaction equation
C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:13].Cl.[OH:15][C@H:16]([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[CH2:17][NH:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][NH:27][CH2:28][C@H:29]([OH:40])[C:30]2[CH:35]=[CH:34][C:33]([OH:36])=[C:32]([NH:37][CH:38]=[O:39])[CH:31]=2)=[CH:21][CH:20]=1>O>[ClH:13].[OH:15][C@H:16]([C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1)[CH2:17][NH:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][NH:27][CH2:28][C@H:29]([OH:40])[C:30]2[CH:35]=[CH:34][C:33]([OH:36])=[C:32]([NH:37][CH:38]=[O:39])[CH:31]=2)=[CH:21][CH:20]=1.[OH:15][C@H:16]([C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1)[CH2:17][NH:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][NH:27][CH2:28][C@H:29]([OH:40])[C:30]2[CH:35]=[CH:34][C:33]([OH:36])=[C:32]([NH:37][CH:38]=[O:39])[CH:31]=2)=[CH:21][CH:20]=1

Participants

5

Reactant 2

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 9892481Milveterol

Product 2

HCID 9892481MilveterolHCID 11225217Milveterol hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a scintillation vial, water (10 mL) was added to the dihydrochloride salt of compound 1 (380 mg, 0.75 mmol) to form a slurry which was stirred for 48 h. The pH of the slurry was measured at 1.94. The slurry was vacuum filtered using a Buchner funnel and the filter paper was removed and allowed to air dry for 3 days to yield the monohydrochloride salt of compound 1.

Workup

  1. customto form a slurry which
  2. filtrationfiltered
  3. customthe filter paper was removed
  4. customto air dry for 3 days

Sources & evidence

ORD record
ord-ab57806f29ac4c78b4dd3451b561bdb2
Source dataset
uspto-grants-2010_08
Patent number
US07772434B2

Reaction notes

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