3-Pyridinecarboxaldehyde → HCID 20354823, compound

HRID 372111Notes

Reaction equation

HRID 372111 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]([C:9]([OH:11])=[O:10])[NH2:8])[CH:2]=1.N1C=CC=C(C=O)C=1.[CH3:20][O:21][C:22]1[CH:34]=[CH:33][C:25]([CH2:26][O:27][C:28](N=[N+]=[N-])=[O:29])=[CH:24][CH:23]=1>>[CH3:20][O:21][C:22]1[CH:23]=[CH:24][C:25]([CH2:26][O:27][C:28]([NH:8][CH:7]([C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[C:9]([OH:11])=[O:10])=[O:29])=[CH:33][CH:34]=1

Participants

4

Reactant 3

HCID 103713-PyridinecarboxaldehydeHCID 1175214-Methoxybenzyl azidoformateHCID 505769959966-29-9

Product 1

HCID 20354823HCID 20354823, compound

Procedure

DL-2-(3-Pyridyl)glycine (prepared from pyridine-3-aldehyde by the Strecker synthesis) is reacted with (p-methoxybenzyloxycarbonyl)azide according to the procedure set forth in Example 2(a) to yield DL-α-[[[(4-methoxyphenyl)methoxy]carbonyl]amino]-3-pyridineacetic acid; m.p. 155°-156° (dec.).

Sources & evidence

ORD record
ord-fa22d9f8057640318ac21d802c05e8ad
Source dataset
uspto-grants-1978_05
Patent number
US04088816

Reaction notes

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