Formic Acid → HCID 178426404, compound

HRID 526575Notes

Reaction equation

[CH2:1]1[NH:6][CH2:5][CH2:4][N:3]2[CH2:7][CH2:8][CH2:9][CH:2]12.[C:10]([C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]=[N:20][N:21]([C:24]3[CH:32]=[CH:31][C:27]([C:28](O)=[O:29])=[CH:26][N:25]=3)[C:22]=2[OH:23])=[C:14]([CH3:33])[CH:13]=1)#[N:11].C(O)=O>>[OH:23][C:22]1[N:21]([C:24]2[CH:32]=[CH:31][C:27]([C:28]([N:6]3[CH2:5][CH2:4][N:3]4[CH2:7][CH2:8][CH2:9][CH:2]4[CH2:1]3)=[O:29])=[CH:26][N:25]=2)[N:20]=[CH:19][C:18]=1[C:15]1[CH:16]=[CH:17][C:12]([C:10]#[N:11])=[CH:13][C:14]=1[CH3:33]

Participants

Reactant 3

HCID 284Formic Acid

HCID 558578Octahydropyrrolo(1,2-a)pyrazine

HCID 178426451HCID 178426451, compound

Product 1

HCID 178426404HCID 178426404, compound

Procedure

The title compound was prepared in a manner similar to Example 284 using octahydropyrrolo[1,2-a]pyrazine and 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid to give a formic acid salt (47 mg, 0.099 mmol, 79%) as a white solid. MS: 429 (M+H). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.15-1.52 (m, 1H) 1.72 (br. s., 3H) 2.09 (br. s., 1H) 2.21 (d, J=8.8 Hz, 2H) 2.43 (s, 3H) 2.54-2.61 (m, 1H) 2.87-3.15 (m, 3H) 3.50-3.88 (m, 1H) 4.30-4.68 (m, 1H) 7.63 (d, J=8.1 Hz, 1H) 7.69 (s, 1H) 7.88 (d, J=8.1 Hz, 1H) 8.03 (dd, J=8.6, 2.0 Hz, 1H) 8.09 (s, 1H) 8.42 (d, J=8.3 Hz, 1H) 8.52 (d, J=2.0 Hz, 1H) 12.77 (br. s., 1H).

Sources & evidence

ORD record: ord-958eed0b96ea45daad9e2e0c59da5c74
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09345713B2

Reaction notes

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