Hydrochloric Acid → HCID 66958553, compound

HRID 1364074Notes

Reaction equation

HRID 1364074 reaction equation
[ClH:1].[NH2:2][C:3]1[C:12]2[N:13]=[C:14]3[CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17][CH2:16][N:15]3[C:11]=2[C:10]2[C:5](=[CH:6][C:7]([O:28][CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:8][CH:9]=2)[N:4]=1.C(OCC)C>ClCCl>[ClH:1].[ClH:1].[CH2:29]([O:28][C:7]1[CH:6]=[C:5]2[C:10]([C:11]3[N:15]4[CH2:16][CH2:17][CH2:18][NH:19][CH2:20][C:14]4=[N:13][C:12]=3[C:3]([NH2:2])=[N:4]2)=[CH:9][CH:8]=1)[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 66958588HCID 66958588, compound

Product 1

HCID 66958553HCID 66958553, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Hydrogen chloride (20 mL of 4 N in 1,4-dioxane) was added to a solution of tert-butyl 6-amino-3-benzyloxy-11,12-dihydro-8H-[1,4]diazepino[1′,2′:1,2]imidazo[4,5-c]quinolin-9(10H)-carboxylate (3.89 g, 8.46 mmol, prepared as described in Part A of Examples 435-450) in dichloromethane (50 mL), and the reaction was stirred at ambient temperature for one hour. Diethyl ether was added, and a precipitate formed. The precipitate was isolated by filtration and dried in a vacuum oven at 65° C. to provide 3.52 g of 3-benzyloxy-9,10,11,12-tetrahydro-8H-[1,4]diazepino[1′,2′:1,2]imidazo[4,5-c]quinolin-6-amine dihydrochloride.

Workup

  1. customprepared
  2. customa precipitate formed
  3. customThe precipitate was isolated by filtration
  4. customdried in a vacuum oven at 65° C.

Sources & evidence

ORD record
ord-0458b2bd4e994da0bde473f681c95c81
Source dataset
uspto-grants-2011_02
Patent number
US07888349B2

Reaction notes

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