2-(2-Amino-thiazol-4-yl)-benzoic acid → 2,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid {(1S,3S,5S)-2-[2-(2-amino-thiazol-4-yl)-benzoyl]-2-aza-bicyclo[3.1.0]hex-3-ylmethyl}-amide

HRID 2064842Notes

Reaction equation

HRID 2064842 reaction equation
[C@H:1]12[CH2:6][C@H:5]1[CH2:4][C@@H:3]([CH2:7][NH:8][C:9]([C:11]1[C:20]3[O:19][CH2:18][CH2:17][O:16][C:15]=3[CH:14]=[CH:13][CH:12]=1)=[O:10])[NH:2]2.[NH2:21][C:22]1[S:23][CH:24]=[C:25]([C:27]2[CH:35]=[CH:34][CH:33]=[CH:32][C:28]=2[C:29](O)=[O:30])[N:26]=1>>[NH2:21][C:22]1[S:23][CH:24]=[C:25]([C:27]2[CH:35]=[CH:34][CH:33]=[CH:32][C:28]=2[C:29]([N:2]2[C@H:3]([CH2:7][NH:8][C:9]([C:11]3[C:20]4[O:19][CH2:18][CH2:17][O:16][C:15]=4[CH:14]=[CH:13][CH:12]=3)=[O:10])[CH2:4][C@H:5]3[C@@H:1]2[CH2:6]3)=[O:30])[N:26]=1

Participants

3

Reactant 2

HCID 14097732-(2-Amino-thiazol-4-yl)-benzoic acidHCID 670814142,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid [(1S,3S,5S)-2-aza-bicyclo[3.1.0]hex-3-ylmethyl]-amide

Product 1

HCID 866536542,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid {(1S,3S,5S)-2-[2-(2-amino-thiazol-4-yl)-benzoyl]-2-aza-bicyclo[3.1.0]hex-3-ylmethyl}-amide

Procedure

prepared by reaction of 2,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid [(1S,3S,5S)-2-aza-bicyclo[3.1.0]hex-3-ylmethyl]-amide with 2-(2-amino-thiazol-4-yl)-benzoic acid. LC-MS (basic): tR=1.24 min; [M+H]+=477.1.

Sources & evidence

ORD record
ord-092fba66b8224d7aa7aabade0a14b507
Source dataset
uspto-grants-2012_10
Patent number
US08288435B2

Reaction notes

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