Dichloromethane → 934992-03-7

HRID 511197Notes

Reaction equation

HRID 511197 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.[Cl:32]CCl>>[ClH:32].[C:21]([C:18]1[CH:17]=[CH:16][C:15]([N:11]2[CH2:12][CH2:13][CH2:14][NH:8][CH2:9][CH2:10]2)=[CH:20][CH:19]=1)([CH3:24])([CH3:22])[CH3:23]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 58576748HCID 58576748, compound

Product 1

HCID 66671920934992-03-7

Procedure

To 4-(4-tert-butyl-phenyl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester (541 mg; 16.3 mmol, prepared in accordance with Example 160) is added a 2:3 mixture of trifluoroacetic acid and dichloromethane (5 mL) and the resulting reaction mixture is stirred at room temperature for 2 hours. All volatiles are then removed under high vacuum and the residue is taken up in a 4 molar solution of hydrochloric acid in dioxane. The solution is allowed to stand over night and the precipitate formed is filtered, washed (diethyl ether) and dried under high vacuum to afford the desired compound (452 mg) which is used in the next step without further purification.

Workup

  1. customthe resulting reaction mixture
  2. customAll volatiles are then removed under high vacuum
  3. waitto stand over night
  4. customthe precipitate formed
  5. filtrationis filtered
  6. washwashed (diethyl ether)
  7. customdried under high vacuum

Sources & evidence

ORD record
ord-78a5da1781c54297b6ee8522cc4eb242
Source dataset
uspto-grants-2015_08
Patent number
US09096524B2

Reaction notes

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