Diisopropylethylamine → HCID 76280806, compound

HRID 624961Notes

Reaction equation

HRID 624961 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.[O:21]1[C:25]2([CH2:29][CH2:28][NH:27][CH2:26]2)[CH2:24][CH2:23][CH2:22]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:27]3[CH2:28][CH2:29][C:25]4([O:21][CH2:22][CH2:23][CH2:24]4)[CH2:26]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 214123461-Oxa-7-azaspiro[4.4]nonaneHCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid

Product 1

HCID 76280806HCID 76280806, 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 1-oxa-7-azaspiro[4.4]nonane (176-12-5) in the presence of TBTU and DIEA to obtain the title compound as colorless oil; MS (EI): m/e=394.5 [MH+].

Sources & evidence

ORD record
ord-c309bcd4e4774ab897a8f5e42011ad95
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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