Hydrochloric Acid → HCID 15981352, compound

HRID 561872Notes

Reaction equation

HRID 561872 reaction equation
[CH:1]1([N:4]([CH2:37][C:38]2[CH:43]=[C:42]([O:44][CH2:45][CH2:46][N:47]3[CH2:51][CH2:50][CH2:49][CH2:48]3)[CH:41]=[C:40]([CH2:52][CH2:53][CH2:54][O:55][CH3:56])[CH:39]=2)[C:5](=[O:36])[CH:6]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][O:26][C:27]3[C:32]([Cl:33])=[CH:31][C:30]([CH3:34])=[CH:29][C:28]=3[Cl:35])=[CH:19][CH:18]=2)[CH2:7][NH:8]C(=O)OC(C)(C)C)[CH2:3][CH2:2]1.Cl>C(Cl)Cl>[NH2:8][CH2:7][CH:6]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][O:26][C:27]2[C:32]([Cl:33])=[CH:31][C:30]([CH3:34])=[CH:29][C:28]=2[Cl:35])=[CH:19][CH:18]=1)[C:5]([N:4]([CH:1]1[CH2:2][CH2:3]1)[CH2:37][C:38]1[CH:43]=[C:42]([O:44][CH2:45][CH2:46][N:47]2[CH2:48][CH2:49][CH2:50][CH2:51]2)[CH:41]=[C:40]([CH2:52][CH2:53][CH2:54][O:55][CH3:56])[CH:39]=1)=[O:36]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86635935HCID 86635935, compound

Product 1

HCID 15981352HCID 15981352, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a CH2Cl2 solution (0.03 M) of tert-butyl (3-{cyclopropyl[3-(3-methoxypropyl)-5-(2-pyrrolidin-1-ylethoxy)benzyl]amino}-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-3-oxopropyl)carbamate from the previous step (1 eq.) was added HCl (4.0 M dioxane solution, 20 eq.). The resulting solution was stirred at RT for 3 h. Following the removal of the volatiles in vacuo, the resulting residue was directly subjected to column chromatography (SiO2, CH2Cl2→90:10 (v/v) CH2Cl2:2.0 M NH3 in MeOH) to afford the title compound. MS (ESI+): 712.2.

Workup

  1. customthe removal of the volatiles in vacuo

Sources & evidence

ORD record
ord-572a10983e1f4f4797e9dabc2de61550
Source dataset
uspto-grants-2011_11
Patent number
US08063105B2

Reaction notes

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