Phenylacetic Acid → HCID 57960950, compound

HRID 449048Notes

Reaction equation

HRID 449048 reaction equation
[NH2:1][C:2]1[C:3]2[N:4]([C:8]([CH:25]3[CH2:28][CH2:27][CH2:26]3)=[N:9][C:10]=2[C:11]2[CH2:12][CH2:13][N:14]([C:17](C3C=CC=CC=3)=[O:18])[CH2:15][CH:16]=2)[CH:5]=[CH:6][N:7]=1.[C:29]1([CH2:35]C(O)=O)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[NH2:1][C:2]1[C:3]2[N:4]([C:8]([CH:25]3[CH2:28][CH2:27][CH2:26]3)=[N:9][C:10]=2[C:11]2[CH2:12][CH2:13][N:14]([C:17](=[O:18])[CH2:35][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH2:15][CH:16]=2)[CH:5]=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 999Phenylacetic AcidHCID 57960889HCID 57960889, compound

Product 1

HCID 57960950HCID 57960950, compound

Procedure

Prepared according to a procedure analogous to that described for synthesis of [4-(8-amino-3-cyclobutylimidazo[1,5-a]pyrazin-1-yl)-3,6-dihydro-2H-pyridin-1-yl]-phenylmethanone except using phenyl-acetic acid. 1H NMR (400 MHz, CDCl3): δ 2.03 (dd, J=8.08, 3.03 Hz, 1H) 2.11-2.25 (m, 1H) 2.41-2.60 (m, 5H) 2.74 (br. s., 1H) 3.68-3.78 (m, 2H) 3.84 (s, 2H) 3.93 (t, J=5.68 Hz, 1H) 4.17 (d, J=2.53 Hz, 1H) 4.35 (d, J=2.53 Hz, 1H) 5.78-6.08 (m, 1H) 6.81 (t, J=6.06 Hz, 1H) 6.99 (d, J=5.56 Hz, 1H) 7.22-7.40 (m, 5H). MS (ES+): m/z 388.00 (100) [MH+]. HPLC: tR=2.19 min (OpenLynx, polar—5 min).

Workup

  1. customPrepared
  2. customHPLC: tR=2.19 min (OpenLynx, polar—5 min)

Sources & evidence

ORD record
ord-7e470f7769954973b13e4a743b48dea7
Source dataset
uspto-grants-2013_07
Patent number
US08481733B2

Reaction notes

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