Hydrochloric Acid → HCID 178434245, compound

HRID 1441302Notes

Reaction equation

HRID 1441302 reaction equation
C(OC(=O)[NH:7][CH:8]([CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[CH2:9][NH:10][C:11]1[CH:16]=[N:15][CH:14]=[C:13]([C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[N:22](COCC2C=CC=CC=2)[N:21]=[C:20]3[CH3:35])[N:12]=1)(C)(C)C.[ClH:44]>C(O)C>[ClH:44].[ClH:44].[CH3:35][C:20]1[C:19]2[C:23](=[CH:24][CH:25]=[C:17]([C:13]3[N:12]=[C:11]([NH:10][CH2:9][C@@H:8]([NH2:7])[CH2:36][C:37]4[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=4)[CH:16]=[N:15][CH:14]=3)[CH:18]=2)[NH:22][N:21]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68782591HCID 68782591, compound

Product 1

HCID 178434245HCID 178434245, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

The compound from step D (0.53 g, 0.92 mmol) was mixed with ethyl alcohol (8 mL) and 2N HCl (8 mL) and heated at 90° C. for 2 h, 50° C. overnight. The mixture was evaporated to dryness and purified by reversed phase HPLC eluting with a gradient of 10% to 60% of acetonitrile/water with 0.1% TFA. The desired fractions were evaporated to dryness and treated with 2N HCl/ethanol to give the HCl salt. The salt was dried in high vacuum at 78° C. overnight to give the title compound (0.18 g, 45%). LCMS (+APCI) 359 (M+H).

Workup

  1. customThe mixture was evaporated to dryness
  2. custompurified by reversed phase HPLC
  3. washeluting with a gradient of 10% to 60% of acetonitrile/water with 0.1% TFA
  4. customThe desired fractions were evaporated to dryness
  5. additiontreated with 2N HCl/ethanol

Sources & evidence

ORD record
ord-a2bb01cf4719490f90a27e5087633a22
Source dataset
uspto-grants-2010_02
Patent number
US07655662B2

Reaction notes

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