Hydrochloric Acid → HCID 86588239, compound

HRID 1814370Notes

Reaction equation

HRID 1814370 reaction equation
[N:1]1([CH2:10][C@@H:11]([CH3:36])[O:12][C:13]2[CH:14]=[C:15]([NH:32][C:33](=[O:35])[CH3:34])[CH:16]=[CH:17][C:18]=2[S:19](=[O:31])(=[O:30])[NH:20][CH:21]2[CH2:25][C:24](=[O:26])[O:23][CH:22]2[O:27]CC)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[ClH:37]>C(#N)C>[ClH:37].[C:33]([NH:32][C:15]1[CH:16]=[CH:17][C:18]([S:19]([NH:20][CH:21]([CH:22]=[O:27])[CH2:25][C:24]([OH:26])=[O:23])(=[O:31])=[O:30])=[C:13]([O:12][C@H:11]([CH3:36])[CH2:10][N:1]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[CH:3]=[N:2]2)[CH:14]=1)(=[O:35])[CH3:34]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69697489HCID 69697489, compound

Product 1

HCID 86588239HCID 86588239, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.103 g (0.199 mmol) N-[3-((R)-2-Indazol-1-yl-1-methyl-ethoxy)-4-(2-ethoxy-5-oxo-tetrahydro-furan-3-ylsulfamoyl)-phenyl]-acetamide was stirred in 10 mL of a mixture of 1:1 5% HCl (aq):acetonitrile at room temperature 18 hr. TLC analysis indicated complete reaction. The solvent was removed under a nitrogen flow for 5 hr. The yellow residue was triturated with a 2:1 mixture of acetone:ether. The precipitate was filtered and dried at 35° C. 18 hr to yield 0.059 g (0.113 mmol, 65.5%) of 3-[4-acetylamino-2-((R)-2-indazol-1-yl-1-methyl-ethoxy)-benzenesulfonylamino]-4-oxo-butyric acid hydrochloric acid salt. Analysis calculated for C22H24N4O7S.0.91 HCl (521.70): C, 50.33; H, 4.80; N, 10.67. Found: C, 50.27; H, 5.01; N, 10.40.

Workup

  1. customat room temperature
  2. custom18 hr
  3. customreaction
  4. customThe solvent was removed under a nitrogen flow for 5 hr
  5. customThe yellow residue was triturated with a 2:1 mixture of acetone
  6. filtrationThe precipitate was filtered
  7. customdried at 35° C

Sources & evidence

ORD record
ord-929c0865db424526932f4dcc02982bcd
Source dataset
uspto-grants-2005_04
Patent number
US06875765B2

Reaction notes

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