Benzyl 3-aminobenzoate → HCID 70160471, compound

HRID 1018354Notes

Reaction equation

[C:1]12([CH2:11][CH2:12][C:13]3[N:17]([CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C:16]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=4[CH3:32])=[N:15][C:14]=3[C:33](O)=[O:34])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[CH2:36]([O:43][C:44](=[O:52])[C:45]1[CH:50]=[CH:49][CH:48]=[C:47]([NH2:51])[CH:46]=1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[CH2:36]([O:43][C:44](=[O:52])[C:45]1[CH:50]=[CH:49][CH:48]=[C:47]([NH:51][C:33]([C:14]2[N:15]=[C:16]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[CH3:32])[N:17]([CH2:18][C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20])[C:13]=2[CH2:12][CH2:11][C:1]23[CH2:8][CH:7]4[CH2:6][CH:5]([CH2:4][CH:3]([CH2:9]4)[CH2:2]2)[CH2:10]3)=[O:34])[CH:46]=1)[C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1

Participants

Reactant 2

HCID 15428374Benzyl 3-aminobenzoate

HCID 18405356HCID 18405356, compound

Product 1

HCID 70160471HCID 70160471, compoundYield 61%

Procedure

The product of step b (324 mg, 0.68 mmol) was reacted with 3-amino-benzoic acid benzyl ester (154 mg, 0.68 mmol) according to the procedure of Example 20, step d to afford colourless foam (284 mg, 61%). 1H NMR (300 MHz, CDCl3) 9.21 (1H, s), 8.16 (2H, m), 7.80-7.77 (1H, m), 7.48-7.27 (10H, m), 5.36 (2H, s), 4.33 (2H, s), 3.02 (2H, m), 2.24 (3H, s), 2.01 (3H, br s), 1.77-1.37 (23H, m).

Sources & evidence

ORD record: ord-793252627ae24bceb9fa0d465900fa0f
Source dataset: uspto-grants-2002_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06479531B1

Reaction notes

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