Hydrochloric Acid → HCID 178505791, compound

HRID 1864792Notes

Reaction equation

HRID 1864792 reaction equation
Cl.C(OC([N:9]1[CH2:13][CH2:12][CH2:11][C@@H:10]1[CH2:14][N:15]([CH2:52][C:53]1[CH:58]=[CH:57][C:56]([F:59])=[CH:55][CH:54]=1)[CH2:16][C:17]1[CH:22]=[C:21]([C:23]2[CH:50]=[CH:49][C:26]3[N:27](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:28]=[N:29][C:25]=3[CH:24]=2)[CH:20]=[CH:19][C:18]=1[F:51])=O)(C)(C)C>O1CCOCC1.CO>[NH:27]1[C:26]2[CH:49]=[CH:50][C:23]([C:21]3[CH:20]=[CH:19][C:18]([F:51])=[C:17]([CH:22]=3)[CH2:16][N:15]([CH2:52][C:53]3[CH:58]=[CH:57][C:56]([F:59])=[CH:55][CH:54]=3)[CH2:14][C@H:10]3[CH2:11][CH2:12][CH2:13][NH:9]3)=[CH:24][C:25]=2[N:29]=[N:28]1

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 68749074HCID 68749074, compound

Product 1

HCID 178505791HCID 178505791, compoundYield 61.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of hydrochloric acid in dioxane (4M, 2 mL) was added to a solution of (R)-2-({(4-fluoro-benzyl)-[2-fluoro-5-(1-trityl-1H-benzotriazol-5-yl)-benzyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (119 mg, 0.15 mmol) in 5 mL of methanol and the resulting solution stirred at ambient temperature for 24 h. The volatiles were removed in vacuo and purified by HPLC. The product obtained was treated with hydrochloric acid to give 40 mg of product. LC/MS (long run): Retention time, 6.20 min; (M+H)=433.

Workup

  1. customThe volatiles were removed in vacuo
  2. custompurified by HPLC
  3. customThe product obtained

Sources & evidence

ORD record
ord-3d6dd5ca4932481591a54efd2e881fa3
Source dataset
uspto-grants-2009_12
Patent number
US07625889B2

Reaction notes

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