(2E)-3-(6-aminopyridin-3-yl)prop-2-enoic acid → HCID 66967519, compound

HRID 1362211Notes

Reaction equation

HRID 1362211 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:13])[CH3:12])=[CH:6][CH:5]=1.CNCC1C=CC2C(=CC=CC=2)C=1CCC.[NH2:30][C:31]1[N:36]=[CH:35][C:34](/[CH:37]=[CH:38]/[C:39]([OH:41])=O)=[CH:33][CH:32]=1.Cl.CN1CC2C=C(/C=C/C(O)=O)C=NC=2NC(=O)C1>>[C:11]([NH:10][C:7]1[CH:8]=[CH:9][C:4]([CH2:3][N:2]([CH3:1])[C:39](=[O:41])/[CH:38]=[CH:37]/[C:34]2[CH:35]=[N:36][C:31]([NH2:30])=[CH:32][CH:33]=2)=[CH:5][CH:6]=1)(=[O:13])[CH3:12]

Participants

5

Reactant 4

HCID 10487224(2E)-3-(6-aminopyridin-3-yl)prop-2-enoic acidHCID 10954090N-{4-[(methylamino)methyl]phenyl}acetamideHCID 59456959Methyl-(1-propyl-naphthalen-2-ylmethyl)amineHCID 66966197(E)-3-(4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylic acid hydrochloride

Product 1

HCID 66967519HCID 66967519, compound

Procedure

According to the procedure of Example 1 (a), except substituting N-(4-methylaminomethyl-phenyl)acetamide for the methyl-(1-propyl-naphthalen-2-ylmethyl)amine, and substituting (E)-3-(6-amino-pyridin-3-yl)acrylic acid for the (E)-3-(4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylic acid hydrochloride, the title compound was prepared as a pale yellow solid (200 mg, 25%): 1H NMR (300 MHz, DMSO-d6) δ 9.93 (s, 1H), 8.15-8.13 (m, 1H), 7.86-7.79 (m, 1H), 7.54-7.39 (m, 3H), 7.15 (s, 2H), 7.03-6.93 (m, 1H), 6.46 (s, 3H), 4.70-4.53 (m, 2H), 3.04-2.87 (m, 3H), 2.02 (s, 3H); MS (ESI) m/e 325 (M+H)+.

Sources & evidence

ORD record
ord-623a4c1b1fd7458c920448522200b6f1
Source dataset
uspto-grants-2011_02
Patent number
US07879872B2

Reaction notes

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