Ether hydrochloride → HCID 57801509, compound

HRID 2101491Notes

Reaction equation

HRID 2101491 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][N:10]([CH2:19][C:20]1[N:21]([CH2:25][C:26]2[CH:31]=[C:30]([Cl:32])[CH:29]=[C:28]([Cl:33])[CH:27]=2)[CH:22]=[CH:23][N:24]=1)[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=1)(C)(C)C.Cl.CCOCC>CO>[Cl:33][C:28]1[CH:27]=[C:26]([CH:31]=[C:30]([Cl:32])[CH:29]=1)[CH2:25][N:21]1[CH:22]=[CH:23][N:24]=[C:20]1[CH2:19][N:10]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=1)[CH2:9][CH2:8][NH2:7]

Participants

4

Reactant 2

HCID 10953452Ether hydrochlorideHCID 11952315HCID 11952315, compound

Product 1

HCID 57801509HCID 57801509, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

{2-[[1-(3,5-dichloro-benzyl)-1H-imidazol-2-ylmethyl]-(3-fluoro-benzyl)-amino]-ethyl}-carbamic acid tert-butyl ester, (see Example 6) (455 mg, 0.899 mmol) was dissolved in MeOH (7 mL) and treated with 4N HCl/ether (2 mL). The solution was stirred at ambient temperature for 4 h. then heated to 40° C. for 3 h. The solvent was evaporated in vacuo providing N1-[1-(3,5-dichloro-benzyl)-1H-imidazol-2-ylmethyl]-N1-(3-fluoro-benzyl)-ethane-1,2-diamine (341 mg, 93%). ESI MS m/z 407 [C20H21Cl2FN4+H]+.

Workup

  1. temperaturethen heated to 40° C. for 3 h
  2. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-339e47385c9e44f7806280338285bd8e
Source dataset
uspto-grants-2009_08
Patent number
US07572921B2

Reaction notes

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