Hydrochloric Acid → HCID 178462156, compound

HRID 1968350Notes

Reaction equation

HRID 1968350 reaction equation
C(OC([NH:8][C@H:9]([C:16]([NH:18][C@H:19]([C:21]([O:23][CH2:24][CH2:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]2[C:38]([C:39]#[N:40])=[C:37]([N:41]3[CH2:45][CH2:44][CH2:43][CH2:42]3)[N:36]=[C:35]([S:46][CH2:47][C:48]3[N:49]=[C:50]([C:53]4[CH:58]=[CH:57][C:56]([Cl:59])=[CH:55][CH:54]=4)[S:51][CH:52]=3)[C:34]=2[C:60]#[N:61])=[CH:29][CH:28]=1)=[O:22])[CH3:20])=[O:17])[CH2:10][C:11]1[N:15]=[CH:14][NH:13][CH:12]=1)=O)(C)(C)C.[ClH:62]>ClCCl.C(OCC)C>[ClH:59].[ClH:62].[NH2:8][C@H:9]([C:16]([NH:18][C@H:19]([C:21]([O:23][CH2:24][CH2:25][O:26][C:27]1[CH:28]=[CH:29][C:30]([C:33]2[C:38]([C:39]#[N:40])=[C:37]([N:41]3[CH2:42][CH2:43][CH2:44][CH2:45]3)[N:36]=[C:35]([S:46][CH2:47][C:48]3[N:49]=[C:50]([C:53]4[CH:58]=[CH:57][C:56]([Cl:59])=[CH:55][CH:54]=4)[S:51][CH:52]=3)[C:34]=2[C:60]#[N:61])=[CH:31][CH:32]=1)=[O:22])[CH3:20])=[O:17])[CH2:10][C:11]1[N:15]=[CH:14][NH:13][CH:12]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178462143HCID 178462143, compound

Product 1

HCID 178462156HCID 178462156, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

169 mg (0.192 mmol) of 2-{4-(2-({(2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl}sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy}ethyl N-(tert-butoxycarbonyl)-L-histidyl-L-alaninate were dissolved in 3 ml dichloromethane, and 1.915 ml of a 1N solution of hydrogen chloride in diethyl ether were added. After 6 hours of stirring, the precipitated solid was filtered off with suction, washed with diethyl ether and dried under reduced pressure. 75 mg (44% of theory) of the target compound were obtained.

Workup

  1. filtrationthe precipitated solid was filtered off with suction
  2. washwashed with diethyl ether
  3. customdried under reduced pressure
  4. custom75 mg (44% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-9bf565557a034896b416b70de512b8b5
Source dataset
uspto-grants-2013_04
Patent number
US08420825B2

Reaction notes

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