Ethyl 3-aminopyridine-2-carboxylate → HCID 178476808, compound

HRID 2279816Notes

Reaction equation

HRID 2279816 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[CH:11]=[CH:12][C:13]([NH:21][C:22]3[C:27]([C:28]([F:31])([F:30])[F:29])=[CH:26][N:25]=[C:24]([NH:32][C:33]4[CH:47]=[CH:46][C:36](CP(=O)(OCC)OCC)=[CH:35][C:34]=4[O:48][CH3:49])[N:23]=3)=[C:14]3C=2C[N:16]([CH3:19])[C:15]3=[O:20])[CH:7]=[N:6]1.ClC1C(C(F)(F)F)=CN=C(NC2C=CC([CH2:66][CH2:67][CH2:68][CH2:69][PH:70](=[O:74])[O:71][CH2:72][CH3:73])=CC=2OC)N=1.[NH2:79]C1C=CC(C2C=NN(CCCO)C=2)=C2C=1C(=O)N(C)C2.NC1C(C(OCC)=O)=NC=CC=1>>[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[N:79]=[C:14]([C:15](=[O:20])[NH:16][CH3:19])[C:13]([NH:21][C:22]3[C:27]([C:28]([F:29])([F:30])[F:31])=[CH:26][N:25]=[C:24]([NH:32][C:33]4[CH:47]=[CH:46][C:36]([CH2:66][CH2:67][CH2:68][CH2:69][PH:70](=[O:74])[O:71][CH2:72][CH3:73])=[CH:35][C:34]=4[O:48][CH3:49])[N:23]=3)=[CH:12][CH:11]=2)[CH:7]=[N:6]1

Participants

5

Reactant 4

HCID 565054Ethyl 3-aminopyridine-2-carboxylateHCID 58292892Diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonateHCID 672551227-amino-4-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-2,3-dihydro-1H-isoindol-1-oneHCID 178476805HCID 178476805, compound2×

Product 1

HCID 178476808HCID 178476808, compound

Procedure

Prepared analogously to Compound 1B replacing Compound 1E with ethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)propylphosphinate (Compound 37C, 0.680 g, 1.50 mmol) and Compound 1C with Compound 6F (0.420 g, 1.52 mmol) to isolate the title compound as 650 mg of a light yellow solid (63%). MS (ESI): m/z 691.25 [M+H]+. UPLC: tR=0.98 min (polar—2 min).

Sources & evidence

ORD record
ord-3ca5b5b69d8f46408662803d2a455388
Source dataset
uspto-grants-2015_09
Patent number
US09133224B2

Reaction notes

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