Hydrochloric Acid → HCID 178511667, compound

HRID 1453615Notes

Reaction equation

HRID 1453615 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]([NH:12][C:13]2[CH:14]=[C:15]3[C:19](=[CH:20][CH:21]=2)[N:18]([C:22]2[N:30]=[C:29]([NH:31][C@H:32]4[CH2:37][CH2:36][C@H:35]([NH:38]C(OC(C)(C)C)=O)[CH2:34][CH2:33]4)[N:28]=[C:27]4[C:23]=2[N:24]=[CH:25][N:26]4C(OC(C)(C)C)=O)[CH2:17][CH2:16]3)=[O:11])[CH:5]=[CH:6][C:7]=1[Cl:8].Cl>CO>[NH2:38][C@H:35]1[CH2:34][CH2:33][C@H:32]([NH:31][C:29]2[N:28]=[C:27]3[C:23]([N:24]=[CH:25][NH:26]3)=[C:22]([N:18]3[C:19]4[C:15](=[CH:14][C:13]([NH:12][C:10]([NH:9][C:4]5[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=5)=[O:11])=[CH:21][CH:20]=4)[CH2:16][CH2:17]3)[N:30]=2)[CH2:37][CH2:36]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178454028HCID 178454028, compound

Product 1

HCID 178511667HCID 178511667, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

The product obtained in stage 1 is dissolved in 5 ml of methanol. 5 ml of a 2N solution of hydrochloric acid in methanol are added. Stirring is carried out for 48 hours at ambient temperature, followed by evaporation to dryness. The residue is chromatographed on an Xterra LCMSprep column, eluting with acetonitrile/ammonium hydrogen carbonate buffer at 0.2% as a gradient. 30 mg of expected product, example 43, are thus recovered.

Workup

  1. customfollowed by evaporation to dryness
  2. customThe residue is chromatographed on an Xterra LCMSprep column
  3. washeluting with acetonitrile/ammonium hydrogen carbonate buffer at 0.2% as a gradient
  4. custom30 mg of expected product, example 43, are thus recovered

Sources & evidence

ORD record
ord-505bc8715cb54a1da587ec792558667f
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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