Hydrochloric Acid → HCID 11203073, compound

HRID 272443Notes

Reaction equation

HRID 272443 reaction equation
[ClH:1].[CH2:2]([O:4][C:5]([C:7]1[C:36](=[O:37])[N:35]([CH:38]2[CH2:42][CH2:41][CH2:40][CH2:39]2)[C:10]2[N:11]=[C:12]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([N:22]4[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23]4)=[CH:18][N:17]=3)[N:13]=[CH:14][C:9]=2[C:8]=1[CH3:43])=[O:6])[CH3:3].C(OCC)C>C(Cl)Cl.CCO>[ClH:1].[CH2:2]([O:4][C:5]([C:7]1[C:36](=[O:37])[N:35]([CH:38]2[CH2:42][CH2:41][CH2:40][CH2:39]2)[C:10]2[N:11]=[C:12]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([N:22]4[CH2:23][CH2:24][NH:25][CH2:26][CH2:27]4)=[CH:18][N:17]=3)[N:13]=[CH:14][C:9]=2[C:8]=1[CH3:43])=[O:6])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 101967082-[5-(4-tert-butoxycarbonyl-piperazin-1-yl)-pyridin-2-ylamino]-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

Product 1

HCID 11203073HCID 11203073, compound

Reagents, catalysts & solvents 1

HCID 21584144Dichloromethane ethanolSolvent

Procedure

Anhydrous HCl gas was bubbled through a solution of 2-[5-(4-tert-butoxycarbonyl-piperazin-1-yl)-pyridin-2-ylamino]-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (50 mg, 0.086 mmol, prepared as in Example 30) in CH2Cl2/EtOH at room temperature and the reaction was stirred for 24 h. Diethyl ether was added to the reaction mixture and a solid precipitated which was isolated and dried to 8-cyclopentyl-5-methyl-7-oxo-2-(5-piperazin-1-yl-pyridin-2-ylamino)-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester hydrochloride as a yellow solid (12 mg, 29%). mp 216˜218° C. M++1:. Calc'd. 478.6. Found 478.1. HPLC, retention time: 5.77 min.

Workup

  1. customa solid precipitated which
  2. customwas isolated
  3. dry with materialdried to 8-cyclopentyl-5-methyl-7-oxo-2-(5-piperazin-1-yl-pyridin-2-ylamino)-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester hydrochloride as a yellow solid (12 mg, 29%)

Sources & evidence

ORD record
ord-1bb6aa46bbd64a02aec4c66bbd8b54dc
Source dataset
uspto-grants-2008_11
Patent number
US07456168B2

Reaction notes

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