Formaldehyde → (S)-2-(3-(2,5-difluorophenyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamido)-3,3-dimethylbutanoic acid

HRID 242485Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]1[C:13]2[CH2:14][N:15]([CH3:18])[CH2:16][CH2:17][C:12]=2[N:11]([C:19]([NH:21][C@@H:22]([C:26]([CH3:29])([CH3:28])[CH3:27])[C:23]([OH:25])=[O:24])=[O:20])[N:10]=1.[CH2:30]=O>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]1[C:13]2[CH2:14][N:15]([CH2:18][CH3:30])[CH2:16][CH2:17][C:12]=2[N:11]([C:19]([NH:21][C@@H:22]([C:26]([CH3:29])([CH3:28])[CH3:27])[C:23]([OH:25])=[O:24])=[O:20])[N:10]=1

Participants

Reactant 2

HCID 712Formaldehyde

HCID 46862776(S)-2-(3-(2,5-difluorophenyl)-5-methyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamido)-3,3-dimethylbutanoic acid

Product 1

HCID 59345336(S)-2-(3-(2,5-difluorophenyl)-5-ethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamido)-3,3-dimethylbutanoic acid

Procedure

Compound 82 was prepared according to the procedure described for the synthesis of compound 81 by replacing formaldehyde with acetadehyde. LCMS (+ESI) m/z=421.2 [M+H]+.

Sources & evidence

ORD record: ord-508bd6d903034d2b841278afdb480bd5
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08653127B2

Reaction notes

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