Hydrochloric Acid → 351490-72-7

HRID 2215279Notes

Reaction equation

HRID 2215279 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:5][C:4]=1[O:14][CH2:15][C@H:16]([OH:32])[CH2:17][NH:18][C:19]([CH3:31])([CH3:30])[CH2:20][CH:21]1[CH2:29][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22]1)#[N:2].[ClH:33]>C(#N)C.CCOCC>[ClH:33].[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:5][C:4]=1[O:14][CH2:15][C@H:16]([OH:32])[CH2:17][NH:18][C:19]([CH3:30])([CH3:31])[CH2:20][CH:21]1[CH2:22][C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:29]1)#[N:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 9910902351490-27-2

Product 1

HCID 68607251351490-72-7Yield 94%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent

Procedure

The compound from Example 4 (80 mg, 0.18 mmol) was suspended in acetonitrile (8 mL) and treated with 1 N hydrogen chloride in ether dropwise with stirring until the solid dissolved. The mixture was quickly filtered and cooled in an ice bath. The white crystalline solid which formed was isolated by filtration, washed with ether, and dried in vacuo to afford the title compound (80 mg, 94%). Mp 180–181° C.; MS(ES) m/e 437.2 [M+H]+.

Workup

  1. dissolutiondissolved
  2. filtrationThe mixture was quickly filtered
  3. temperaturecooled in an ice bath
  4. customThe white crystalline solid which formed
  5. customwas isolated by filtration
  6. washwashed with ether
  7. customdried in vacuo

Sources & evidence

ORD record
ord-3564b0f2d4104ec38ab58cd32ac4b9a4
Source dataset
uspto-grants-2006_09
Patent number
US07109238B2

Reaction notes

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