Methylamine → HCID 90204281, compound

HRID 624879Notes

Reaction equation

HRID 624879 reaction equation
[C:1]([N:5]([CH2:25][C:26]([OH:28])=O)[C:6]([C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:17][C:16]([F:19])([F:18])[CH2:15]2)=[C:10]([O:20][CH2:21][CH:22]2[CH2:24][CH2:23]2)[N:9]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CN.[CH3:31][N:32](C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>CO>[C:1]([N:5]([CH2:25][C:26](=[O:28])[NH:32][CH3:31])[C:6]([C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:17][C:16]([F:18])([F:19])[CH2:15]2)=[C:10]([O:20][CH2:21][CH:22]2[CH2:23][CH2:24]2)[N:9]=1)=[O:7])([CH3:3])([CH3:2])[CH3:4]

Participants

6

Reactant 4

HCID 6329MethylamineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 76283582HCID 76283582, compound

Product 1

HCID 90204281HCID 90204281, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In analogy to the procedure described in Example 47 b), {tert-butyl-[6-cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carbonyl]-amino}-acetic acid (Example 24) was reacted with a 2 M solution of methanamine (CAN 74-89-5) in MeOH in the presence of TBTU and DIEA to obtain the title compound as colorless oil; MS (EI): m/e=411.5 [MH+].

Sources & evidence

ORD record
ord-d431bf4c49dc4e7bb5c5e8a9c4ae7748
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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