Hydrochloric Acid → HCID 70112306, compound

HRID 379663Notes

Reaction equation

HRID 379663 reaction equation
[Br-:1].C(O[C:7]([N:9]([CH2:11][C:12]([O:14][C:15]1[C:53]([CH3:54])=[CH:52][C:18]([CH2:19][N+:20]2[CH:21]=[N:22][N:23]([CH2:25][C@:26]([OH:51])([C:42]3[CH:47]=[C:46]([F:48])[C:45]([F:49])=[CH:44][C:43]=3[F:50])[C@H:27]([C:29]3[S:30][CH:31]=[C:32]([C:34]4[CH:39]=[CH:38][C:37]([C:40]#[N:41])=[CH:36][CH:35]=4)[N:33]=3)[CH3:28])[CH:24]=2)=[CH:17][C:16]=1[CH3:55])=[O:13])C)=O)(C)(C)C.[ClH:56]>C(OCC)(=O)C>[ClH:56].[Br-:1].[C:40]([C:37]1[CH:36]=[CH:35][C:34]([C:32]2[N:33]=[C:29]([C@H:27]([CH3:28])[C@@:26]([OH:51])([C:42]3[CH:47]=[C:46]([F:48])[C:45]([F:49])=[CH:44][C:43]=3[F:50])[CH2:25][N:23]3[CH:24]=[N+:20]([CH2:19][C:18]4[CH:17]=[C:16]([CH3:55])[C:15]([O:14][C:12](=[O:13])[CH2:11][NH:9][CH3:7])=[C:53]([CH3:54])[CH:52]=4)[CH:21]=[N:22]3)[S:30][CH:31]=2)=[CH:39][CH:38]=1)#[N:41]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70114765HCID 70114765, compound

Product 1

HCID 70112306HCID 70112306, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A mixture of 167 mg of (2R,3R)-4-[4-(N-tert-butoxycarbonyl-N-methylaminoacetoxy)-3,5-dimethylbenzyl]-1-[3-[4-(4-cyanophenyl)thiazol-2-yl]-2-hydroxy-2-(2,4,5-trifluorophenyl)butyl]-1H-[1,2,4]triazol-4-ium bromide and 2 ml of 4N-HCl in ethyl acetate in 4 ml of ethyl acetate was stirred for 4 h at room temperature and filtered. The white solid was washed with ether and dried in vacuo to obtain 141 mg(92%) of 1-[(2R,3R)-3-[4-(4-cyanophenyl)thiazol-2-yl]-2-hydroxy-2-(2,4,5-trifluorophenyl)butyl]-4-(3,5-dimethyl-4-methylaminoacetoxybenzyl)-1H-[1,2,4]triazol-4-ium bromide hydrochloride.

Workup

  1. filtrationfiltered
  2. washThe white solid was washed with ether
  3. customdried in vacuo

Sources & evidence

ORD record
ord-837900d485c74301ae0157315f7ee1a8
Source dataset
uspto-grants-2001_10
Patent number
US06300353B1

Reaction notes

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