Diisopropylethylamine → HCID 76284363, compound

HRID 624920Notes

Reaction equation

HRID 624920 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.[CH3:22][C:23]1([CH3:35])[NH:27][C:26](=[O:28])[CH:25]([CH:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[CH2:24]1.CN(C(ON1N=NC2C=CC=CC1=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:32]3[CH2:33][CH2:34][CH:29]([CH:25]4[CH2:24][C:23]([CH3:22])([CH3:35])[NH:27][C:26]4=[O:28])[CH2:30][CH2:31]3)=[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 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acidHCID 90203739HCID 90203739, compound

Product 1

HCID 76284363HCID 76284363, 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 5,5-dimethyl-3-(piperidin-4-yl)pyrrolidin-2-one hydrochloride in the presence of TBTU and DIEA to obtain the title compound as colorless oil; MS (EI): m/e=463.6 [MH+].

Sources & evidence

ORD record
ord-6124ea2c4c9d446282120b66f0328651
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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