Hydrochloric Acid → HCID 59552693, compound

HRID 1170785Notes

Reaction equation

HRID 1170785 reaction equation
COC1C=CC(C(C2C=CC(OC)=CC=2)(C2C=CC=CC=2)[NH:10][S:11]([C:14]2[S:15][C:16]3[CH:22]=[C:21]([O:23][CH2:24][C:25]4[N:26]=[N:27][N:28]([CH2:30][C:31]([NH:33][C@H:34]([CH2:40][S:41][CH2:42][C:43]5[CH:48]=[CH:47][CH:46]=[C:45]([O:49][CH2:50][C:51]6[N:52]=[N:53][N:54]([CH:56]([CH2:59][OH:60])[CH2:57][F:58])[CH:55]=6)[CH:44]=5)[C:35]([O:37]CC)=[O:36])=[O:32])[CH:29]=4)[CH:20]=[CH:19][C:17]=3[N:18]=2)(=[O:13])=[O:12])=CC=1.Cl.[Li+].[OH-]>CO.O>[F:58][CH2:57][CH:56]([N:54]1[CH:55]=[C:51]([CH2:50][O:49][C:45]2[CH:44]=[C:43]([CH:48]=[CH:47][CH:46]=2)[CH2:42][S:41][CH2:40][C@@H:34]([NH:33][C:31](=[O:32])[CH2:30][N:28]2[CH:29]=[C:25]([CH2:24][O:23][C:21]3[CH:20]=[CH:19][C:17]4[N:18]=[C:14]([S:11](=[O:12])(=[O:13])[NH2:10])[S:15][C:16]=4[CH:22]=3)[N:26]=[N:27]2)[C:35]([OH:37])=[O:36])[N:52]=[N:53]1)[CH2:59][OH:60]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86761208HCID 86761208, compound

Product 1

HCID 59552693HCID 59552693, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a 10 mL round bottom flask containing 136 (51 mg, 0.0486 mmol) in MeOH (2 mL) at RT, was added 1M HCl (1 mL) and stirred for 2 h. After the reaction is done, MeOH was removed and the residue was dissolved in THF:H2O (1:1, 0.5 mL). To this LiOH (3 mg, 0.0309 mmol) was added and reaction was stirred at RT for 2 h, sample dilute with water (5 mL) and purified by HPLC using CH3CN:H2O (1:2) as an eluent to afford BD-2-120 (5.9 mg, 27%) as colorless solid.

Workup

  1. customMeOH was removed
  2. dissolutionthe residue was dissolved in THF:H2O (1:1, 0.5 mL)
  3. customreaction
  4. stirringwas stirred at RT for 2 h
  5. custompurified by HPLC
  6. customto afford BD-2-120 (5.9 mg, 27%) as colorless solid

Sources & evidence

ORD record
ord-45fb8ad87cb34183b86f1ccfacda035b
Source dataset
uspto-grants-2010_11
Patent number
US07829063B2

Reaction notes

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