Hydrochloric Acid → GW791343 trihydrochloride

HRID 1267913Notes

Reaction equation

HRID 1267913 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[C:17]([NH:22][C:23](=[O:41])[CH2:24][N:25](C(OC(C)(C)C)=O)[C:26]3[CH:31]=[CH:30][C:29]([F:32])=[C:28]([F:33])[CH:27]=3)[CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:42]>CO>[ClH:42].[ClH:42].[ClH:42].[F:33][C:28]1[CH:27]=[C:26]([NH:25][CH2:24][C:23]([NH:22][C:17]2[CH:16]=[C:15]([CH2:14][N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[CH:20]=[CH:19][C:18]=2[CH3:21])=[O:41])[CH:31]=[CH:30][C:29]=1[F:32]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 120432244-(3-{2-[Tert-butoxycarbonyl-(3,4-difluoro-phenyl)-amino]-acetylamino}-4-methyl-benzyl)-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 9848159GW791343 trihydrochlorideYield 51%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-(3-{2-[tert-butoxycarbonyl-(3,4-difluoro-phenyl)-amino]-acetylamino}-4-methyl-benzyl)-piperazine-1-carboxylic acid tert-butyl ester (0.100 g) in MeOH (3 ml) was added HCl (2ml of 4M solution in dioxane). After standing for several hours, a solid was filtered off, washed with acetone and dried in vacuo. The solid was re-suspended in acetone, sonicated for 5 min filtered and dried to afford the title compound (0.043 g, 51%).

Workup

  1. waitAfter standing for several hours
  2. filtrationa solid was filtered off
  3. washwashed with acetone
  4. customdried in vacuo
  5. customsonicated for 5 min
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-277001afa9ae4c9e84e68c3199d86bc4
Source dataset
uspto-grants-2003_04
Patent number
US06555541B1

Reaction notes

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