Hydrochloric Acid → HCID 178482870, compound

HRID 1453618Notes

Reaction equation

HRID 1453618 reaction equation
[CH3:1][N:2]([CH3:53])[C:3]1[CH:8]=[CH:7][C:6]([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:4]=1.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:6]5[CH:7]=[CH:8][C:3]([N:2]([CH3:53])[CH3:1])=[CH:4][CH:5]=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 178482871HCID 178482871, compound

Product 1

HCID 178482870HCID 178482870, 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 aceto-nitrile/ammonium hydrogen carbonate buffer at 0.2% as a gradient. 42 mg of expected product, example 45, are thus obtained.

Workup

  1. customfollowed by evaporation to dryness
  2. customThe residue is chromatographed on an Xterra LCMSprep column
  3. washeluting with aceto-nitrile/ammonium hydrogen carbonate buffer at 0.2% as a gradient

Sources & evidence

ORD record
ord-0bddbe7c570f461896748bc3868019cf
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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