Diisopropylethylamine → HCID 90203433, compound

HRID 624858Notes

Reaction equation

HRID 624858 reaction equation
C1(CO[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)CC1.C[C:22]1([CH2:26]N)[CH2:25][O:24][CH2:23]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CC[N:52]([CH:56]([CH3:58])[CH3:57])[CH:53]([CH3:55])[CH3:54]>>[CH:53]([N:52]([CH:56]([CH3:58])[CH3:57])[C:12]([C:10]1[C:9]([O:24][CH2:25][CH:22]2[CH2:23][CH2:26]2)=[CH:8][C:7]([N:15]2[CH2:16][C:17]([F:19])([F:20])[CH2:18]2)=[CH:6][N:11]=1)=[O:14])([CH3:55])[CH3:54]

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 15789550(3-Methyloxetan-3-yl)methanamineHCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid

Product 1

HCID 90203433HCID 90203433, 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-methyloxetan-3-yl)methanamine (CAN 153209-97-3) in the presence of TBTU and DIEA to give the title compound as a byproduct as colorless oil; MS (EI): m/e=368.5 [MH+].

Sources & evidence

ORD record
ord-5bb9fb08774e468f8bb0167b45be936d
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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