Diisopropylethylamine → HCID 118451431, compound

HRID 624921Notes

Reaction equation

HRID 624921 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.[C@@H:22]12[CH2:28][C@@H:25]([CH2:26][CH2:27]1)[CH2:24][NH:23]2.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>>[C@@H:22]12[CH2:28][C@@H:25]([CH2:26][CH2:27]1)[CH2:24][N:23]2[C:12]([C:10]1[CH:9]=[CH:8][C:7]([N:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)=[C:6]([O:5][CH2:4][CH:1]2[CH2:2][CH2:3]2)[N:11]=1)=[O:14]

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 13078200(1S,4R)-2-azabicyclo[2.2.1]heptane hydrochlorideHCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid

Product 1

HCID 118451431HCID 118451431, 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 (1S,4R)-2-azabicyclo[2.2.1]heptane hydrochloride (175275-72-6) in the presence of TBTU and DIEA to obtain the title compound as colorless oil; MS (EI): m/e=364.5 [MH+].

Sources & evidence

ORD record
ord-1e2e52422c83463083ef8dd0c08a84b2
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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