tert-butyl N-(2-oxoethyl)carbamate → HCID 69481022, compound

HRID 2364307Notes

Reaction equation

HRID 2364307 reaction equation
[NH2:1][C:2]1[C:3]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[N:4][CH:5]=[C:6]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH:7]=1.O=[CH:22][CH2:23][NH:24][C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28]>>[CH3:28][C:27]([O:26][C:25]([NH:24][CH2:23][CH2:22][NH:1][C:2]1[C:3]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[N:4][CH:5]=[C:6]([CH2:8][C:9]2[CH:10]=[CH:11][C:12]([F:15])=[CH:13][CH:14]=2)[CH:7]=1)=[O:31])([CH3:30])[CH3:29]

Participants

3

Reactant 2

HCID 4247255tert-butyl N-(2-oxoethyl)carbamateHCID 42637772Ethyl 3-amino-5-(4-fluorobenzyl)picolinate

Product 1

HCID 69481022HCID 69481022, compound

Procedure

This compound was prepared from ethyl 3-amino-5-[(4-fluorophenyl)methyl]-2-pyridinecarboxylate and t-butyl N-(2-oxoethyl)carbamate employing methods similar to those described in Example 202 and was obtained as a white solid. 1H NMR (400 MHz, CDCl3) δ 7.88 (d, J=1.4 Hz, 1 H), 7.80 (br, 1 H), 7.13 (dd, J=7.9, 5.8 Hz, 2 H), 6.98-6.93 (m, 3 H), 4.85 (br, 1 H), 4.38 (q, J=7.1 Hz, 2 H), 3.90 (s, 2 H), 3.30 (m, 4 H), 1.43-1.38 (m, 12 H); MS m/z 418 (M+H)+.

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-0f3b1c0154704a26ab1a0217aef3e900
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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