Hydrochloric Acid → HCID 118436150, compound

HRID 1775484Notes

Reaction equation

HRID 1775484 reaction equation
Cl.[Cl:2][C:3]1[C:4]2[CH2:17][CH2:16][N:15]([C@@:18]3([CH3:30])[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19]3)[C:5]=2[N:6]=[C:7]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)[N:8]=1>O1CCOCC1.C(Cl)Cl>[ClH:2].[Cl:2][C:3]1[C:4]2[CH2:17][CH2:16][N:15]([C@@:18]3([CH3:30])[CH2:22][CH2:21][NH:20][CH2:19]3)[C:5]=2[N:6]=[C:7]([N:9]2[CH2:10][CH2:11][O:12][CH2:13][CH2:14]2)[N:8]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 118436379HCID 118436379, compound

Product 1

HCID 118436150HCID 118436150, compoundYield 305.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4 M hydrochloric acid in dioxane (5 mL) was added to a solution of the product of Example 4, step 2, tert-butyl(3S)-3-[4-chloro-2-(morpholin-4-yl)-5,6-dihydro-7H-pyrrolo[2,3-d]pyrimidin-7-yl]-3-methylpyrrolidine-1-carboxylate (424 mg, 1.00 mmol) in DCM (5 mL) at room temperature, and the mixture was stirred for 20 h. The reaction mixture was concentrated to give 4-chloro-7-[(3S)-3-methylpyrrolidin-3-yl]-2-(morpholin-4-yl)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine hydrochloride (550 mg). This material was dissolved in a biphasic mixture of DCM (10 mL) and saturated aqueous

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-55a52c4dbb9c40309cc768fd47ae879a
Source dataset
uspto-grants-2016_02
Patent number
US09260439B2

Reaction notes

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