Diisopropylethylamine → HCID 76283836, compound

HRID 624882Notes

Reaction equation

HRID 624882 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([OH:14])=O)[CH:9]=[CH:8][C:7]=2[N:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)[CH2:3][CH2:2]1.Cl.CC1(C)N[CH2:27][CH2:26][NH:25][C:24]1=[O:29].CN(C(ON1N=[N:46][C:41]2[CH:42]=[CH:43]C=[CH:45][C:40]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>>[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([N:46]3[CH2:27][CH2:26][NH:25][C:24](=[O:29])[C:41]3([CH2:40][CH3:45])[CH2:42][CH3:43])=[O:14])[CH:9]=[CH:8][C:7]=2[N:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)[CH2:2][CH2:3]1

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 671006831104383-07-4HCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid

Product 1

HCID 76283836HCID 76283836, compound

Procedure

In analogy to the procedure described in Example 47 b), 6-cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (Example 1 b)) was reacted with 3,3-dimethylpiperazin-2-one hydrochloride (CAN 907973-05-1) in the presence of TBTU and DIEA to obtain the title compound as colorless solid; MS (EI): m/e=423.4 [MH+].

Sources & evidence

ORD record
ord-73b1bf191d40429cadf0e8c91b8f3436
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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