Morpholine → HCID 67314841, compound

HRID 1012764Notes

Reaction equation

HRID 1012764 reaction equation
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C.[ClH:34].[N:35]12[CH2:42][CH2:41][CH:38]([CH2:39][CH2:40]1)[C@@H:37]([NH:43][C:44]([C:46]1[S:47][C:48]3[C:54]([C:55]4[CH:56]=[C:57]([CH:61]=[CH:62][CH:63]=4)[C:58]([OH:60])=O)=[CH:53][CH:52]=[CH:51][C:49]=3[CH:50]=1)=[O:45])[CH2:36]2.[NH:64]1[CH2:69][CH2:68][O:67][CH2:66][CH2:65]1>CN(C=O)C>[ClH:34].[N:35]12[CH2:40][CH2:39][CH:38]([CH2:41][CH2:42]1)[C@@H:37]([NH:43][C:44]([C:46]1[S:47][C:48]3[C:54]([C:55]4[CH:63]=[CH:62][CH:61]=[C:57]([C:58]([N:64]5[CH2:69][CH2:68][O:67][CH2:66][CH2:65]5)=[O:60])[CH:56]=4)=[CH:53][CH:52]=[CH:51][C:49]=3[CH:50]=1)=[O:45])[CH2:36]2

Participants

6

Reactant 4

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 67314106HCID 67314106, compound

Product 1

HCID 67314841HCID 67314841, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

103 mg (0.27 mmol) of HATU and 70.8 μl (0.41 mmol) of N,N-diisopropylethylamine are added to a solution of 50 mg (0.11 mmol) of 3-(2-{[(3R)-1-azabicyclo[2.2.2]oct-3-ylamino]carbonyl}-1-benzothien-7-yl)benzoic acid hydrochloride (Example 75) and 19.7 μl (0.23 mmol) of morpholine in 0.5 ml of DMF at 0° C. The mixture is stirred at room temperature for 18 h. After purification by preparative HPLC, the product fractions are concentrated and, after addition of a 3:1 mixture of acetonitrile and 1N hydrochloric acid, again concentrated. Drying under high vacuum results in 43 mg (74% of theory) of the title compound.

Workup

  1. customAfter purification by preparative HPLC
  2. concentrationthe product fractions are concentrated
  3. additionafter addition of a 3:1 mixture of acetonitrile and 1N hydrochloric acid
  4. concentrationagain concentrated
  5. customDrying under high vacuum

Sources & evidence

ORD record
ord-ae2a5717da6d407d8d2db598a922c200
Source dataset
uspto-grants-2011_07
Patent number
US07977485B2

Reaction notes

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