Hydrochloric Acid → HCID 136358433, compound

HRID 601408Notes

Reaction equation

HRID 601408 reaction equation
[C:1]1(P(C2C=CC=CC=2)C2C=CC=CC=2)[CH:6]=CC=C[CH:2]=1.N(C(OCC)=O)=NC(OCC)=O.[OH:32][C:33]1[C:42]2[C:37](=[N:38][CH:39]=[CH:40][CH:41]=2)[N:36]([CH2:43][CH2:44][CH:45]([CH3:47])[CH3:46])[C:35](=[O:48])[C:34]=1[C:49]1[NH:54][C:53]2[CH:55]=[CH:56][C:57]([NH:59][S:60](=[O:73])(=[O:72])[NH:61][C:62]([O:64][CH2:65][C:66]3[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=3)=[O:63])=[CH:58][C:52]=2[S:51](=[O:75])(=[O:74])[N:50]=1.C(O)CC.Cl>ClCCl>[OH:32][C:33]1[C:42]2[C:37](=[N:38][CH:39]=[CH:40][CH:41]=2)[N:36]([CH2:43][CH2:44][CH:45]([CH3:47])[CH3:46])[C:35](=[O:48])[C:34]=1[C:49]1[NH:54][C:53]2[CH:55]=[CH:56][C:57]([NH:59][S:60](=[O:73])(=[O:72])[N:61]([CH2:2][CH2:1][CH3:6])[C:62]([O:64][CH2:65][C:66]3[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=3)=[O:63])=[CH:58][C:52]=2[S:51](=[O:74])(=[O:75])[N:50]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 10311-PropanolHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 135410969HCID 135410969, compound

Product 1

HCID 136358433HCID 136358433, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

A solution of triphenylphosphine (1.5 eq) in dichloromethane is treated dropwise with diethyl azodicarboxylate (1.5 eq) at 25° C. The solution is allowed to stir for 10 min followed by the dropwise addition of a solution containing the product of Example 436 (1 eq) and n-propanol (1.1 eq) in dichloromethane. The resulting solution is stirred at 25° C. for 20 hours, followed by the addition of dichloromethane and 1N aqueous hydrochloric acid. The resulting organic layer is separated and dried over magnesium sulfate, and filtered to provide the title compound.

Workup

  1. additionfollowed by the dropwise addition of a solution
  2. stirringThe resulting solution is stirred at 25° C. for 20 hours
  3. customThe resulting organic layer is separated
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered

Sources & evidence

ORD record
ord-1f916ff504ca4f1cbbf36d706f7a1156
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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