Hydrochloric Acid → HCID 178511242, compound

HRID 1986238Notes

Reaction equation

HRID 1986238 reaction equation
C(OC(=O)[NH:7][CH2:8][C@H:9]1[CH2:14][CH2:13][C@@H:12]([CH2:15][NH:16][C:17]2[N:22]=[C:21]([C:23]3[S:27][C:26]4[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=4[CH:24]=3)[CH:20]=[CH:19][N:18]=2)[CH2:11][CH2:10]1)(C)(C)C.Cl>CO.ClCCl>[NH2:7][CH2:8][C@@H:9]1[CH2:14][CH2:13][C@H:12]([CH2:15][NH:16][C:17]2[N:22]=[C:21]([C:23]3[S:27][C:26]4[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=4[CH:24]=3)[CH:20]=[CH:19][N:18]=2)[CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178453597HCID 178453597, compound

Product 1

HCID 178511242HCID 178511242, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
110 °C

Procedure

A solution of cis-{4-[(4-benzo[b]thiophen-2-yl-pyrimidin-2-ylamino)-methyl]-cyclohexylmethyl}-carbamic acid tert-butyl ester (20 mg, 0.044 mmol) in MeOH (2 mL) is treated at ambient temperature with 10% HCl (2 mL), and the mixture is heated at 110° C. for 15 hours. At ambient temperature the mixture is diluted with dichloromethane (10 mL), washed with 1N NaOH (2 mL), and dried (MgSO4). After concentration in vacuo, the title compound is obtained (15.6 mg, 90% yield). ES+(m/z) 353 [M+H].

Workup

  1. washwashed with 1N NaOH (2 mL)
  2. dry with materialdried (MgSO4)
  3. concentrationAfter concentration in vacuo

Sources & evidence

ORD record
ord-fb60b7bb58b84b5eb51874a6f3fcfe07
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

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