Hydrochloric Acid → HCID 178511666, compound

HRID 1453613Notes

Reaction equation

HRID 1453613 reaction equation
[O:1]=[C:2]([NH:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[N:17]([C:21]1[N:29]=[C:28]([NH:30][C@H:31]3[CH2:36][CH2:35][C@H:34]([NH:37]C(OC(C)(C)C)=O)[CH2:33][CH2:32]3)[N:27]=[C:26]3[C:22]=1[N:23]=[CH:24][N:25]3C(OC(C)(C)C)=O)[CH2:16][CH2:15]2)[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.Cl>CO>[NH2:37][C@H:34]1[CH2:33][CH2:32][C@H:31]([NH:30][C:28]2[N:27]=[C:26]3[C:22]([N:23]=[CH:24][NH:25]3)=[C:21]([N:17]3[C:18]4[C:14](=[CH:13][C:12]([NH:11][C:2](=[O:1])[CH2:3][CH2:4][C:5]5[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=5)=[CH:20][CH:19]=4)[CH2:15][CH2:16]3)[N:29]=2)[CH2:36][CH2:35]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178454027HCID 178454027, compound

Product 1

HCID 178511666HCID 178511666, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

The product obtained in stage 1 is dissolved in 2 ml of methanol. 2 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% at a gradient. 4 mg of expected product, example 42, 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% at a gradient
  4. custom4 mg of expected product, example 42, are thus recovered

Sources & evidence

ORD record
ord-477afd3a80fa449485d608a5833d9ed5
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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