Diisopropylethylamine → HCID 76283335, compound

HRID 624861Notes

Reaction equation

HRID 624861 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.C(O)(=O)C(O)=O.[CH2:27]1[C:30]2([CH2:33][NH:32][CH2:31]2)[CH2:29][O:28]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][C:30]4([CH2:27][O:28][CH2:29]4)[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 53308464Oxalic acid--2-oxa-6-azaspiro(3.3)heptane (1/1)HCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid

Product 1

HCID 76283335HCID 76283335, 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 2-oxa-6-azaspiro[3.3]heptane oxalate (CAN 1159599-99-1) in the presence of TBTU and DIEA to give the title compound as colorless oil; MS (EI): m/e=366.4 [MH+].

Sources & evidence

ORD record
ord-15cc9a6dd11148688d24f66b461977e0
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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