HCID 58692462, compound → HCID 59456927, compound

HRID 1362114Notes

Reaction equation

C([O:5][C:6](=[O:27])/[CH:7]=[CH:8]/[C:9]1[CH:26]=[N:25][C:12]2[NH:13][C:14](=[O:24])[N:15]([CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:16][C:11]=2[CH:10]=1)(C)(C)C.C(OC(=O)/C=C/C1C=NC2NC(=O)N(CCN(C)C)CC=2C=1)(C)(C)C>>[CH2:22]([O:21][C:19]([CH2:18][CH2:17][N:15]1[CH2:16][C:11]2[CH:10]=[C:9](/[CH:8]=[CH:7]/[C:6]([OH:27])=[O:5])[CH:26]=[N:25][C:12]=2[NH:13][C:14]1=[O:24])=[O:20])[CH3:23]

Participants

Reactant 2

HCID 58692462HCID 58692462, compound

HCID 59456937HCID 59456937, compound

Product 1

HCID 59456927HCID 59456927, compoundYield 44%

Procedure

According to the procedure of Preparation 130(e), except substituting (E)-3-[3-(2-ethoxycarbonyl-ethyl)-2-oxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidin-6-yl]acrylic acid tert-butyl ester for the (E)-3-[3-(2-dimethylamino-ethyl)-2-oxo-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidin-6-yl]acrylic acid tert-butyl ester, the title compound (0.16 g, 44%) was prepared as a yellow solid: 1H NMR (500 MHz, DMSO-d6) δ 8.30 (d, J=1.5 Hz, 1H), 8.16 (s, 1H), 7.70-7.60 (m, 1H), 6.60-6.50 (m, 1H), 4.70 (s, 2H), 4.13 (q, J=7.0 Hz, 2H), 3.74-3.68 (t, J=6.5 Hz, 2H), 2.74-2.66 (t, J=6.5 Hz, 2H), 1.25 (t, J=5.5 Hz, 3H); MS (ESI) m/e 320 (M+H)+.

Sources & evidence

ORD record: ord-2aca725647ef4c0fa53431e53c070c02
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07879872B2

Reaction notes

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