Formaldehyde → HCID 46862573, compound

HRID 242466Notes

Reaction equation

CC(C)(C)[C@H](NC(N1C2CCNCC=2C(C2C=CC(F)=CC=2)=N1)=O)C(NC)=O.C=O.[CH3:31][C:32]([CH3:61])([CH3:60])[C@H:33]([NH:38][C:39]([N:41]1[C:49]2[CH2:48][CH2:47][N:46]([CH3:50])[CH2:45][C:44]=2[C:43]([C:51]2[CH:56]=[C:55](F)[C:54]([F:58])=[CH:53][C:52]=2F)=[N:42]1)=[O:40])[C:34]([NH:36][CH3:37])=[O:35]>>[CH3:31][C:32]([CH3:61])([CH3:60])[C@H:33]([NH:38][C:39]([N:41]1[C:49]2[CH2:48][CH2:47][N:46]([CH3:50])[CH2:45][C:44]=2[C:43]([C:51]2[CH:52]=[CH:53][C:54]([F:58])=[CH:55][CH:56]=2)=[N:42]1)=[O:40])[C:34]([NH:36][CH3:37])=[O:35]

Participants

Reactant 3

HCID 712Formaldehyde

HCID 46862574HCID 46862574, compound

HCID 46863441(S)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-5-methyl-3-(2,4,5-trifluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide

Product 1

HCID 46862573HCID 46862573, compound

Procedure

Compound 54 was prepared by reductive amination of compound 53 with formaldehyde following the procedure as described for the synthesis of compound 37. 1H NMR (CDCl3) δ 7.94 (d, J=9.5 Hz, 1H), 7.65-7.68 (m, 2H), 7.11-7.27 (m, 2H), 6.15 (br, 1H), 4.16 (d, J=9.5 Hz, 1H), 3.63 (s, 2H), 3.17-3.22 (m, 2H), 2.83 (d, J=4.8 Hz, 3H), 2.78 (br, 1H), 2.55 (s, 3H), 1.06 (s, 9H). LCMS (+ESI) m/z=402.3 [M+H]+.

Sources & evidence

ORD record: ord-cb6c4612cfab43bebdba8fb4f0405191
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08653127B2

Reaction notes

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