2,3-Dihydrothieno(3,4-b)(1,4)dioxine-5-carboxylic acid → 2,3-Dihydro-thieno[3,4-b][1,4]dioxine-5-carboxylic acid{(1s,2s,5r)-3-[2-amino-5-(3-fluoro-phenyl)-thiazole-4-carbonyl]-3-aza-bicyclo[3.1.0]hex-2-ylmethyl}-amide

HRID 560474Notes

Reaction equation

HRID 560474 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=2)=[C:5]([C:7]([N:9]2[CH2:14][C@H:13]3[C@H:11]([CH2:12]3)[C@H:10]2[CH2:15][NH2:16])=[O:8])[N:6]=1.[O:24]1[CH2:29][CH2:28][O:27][C:26]2=[C:30]([C:33](O)=[O:34])[S:31][CH:32]=[C:25]12>>[NH2:1][C:2]1[S:3][C:4]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=2)=[C:5]([C:7]([N:9]2[CH2:14][C@H:13]3[C@H:11]([CH2:12]3)[C@H:10]2[CH2:15][NH:16][C:33]([C:30]2[S:31][CH:32]=[C:25]3[C:26]=2[O:27][CH2:28][CH2:29][O:24]3)=[O:34])=[O:8])[N:6]=1

Participants

3

Reactant 2

HCID 64838802,3-Dihydrothieno(3,4-b)(1,4)dioxine-5-carboxylic acidHCID 86644211[2-Amino-5-(3-fluoro-phenyl)-thiazol-4-yl]-((1S,2S,5R)-2-aminomethyl-3-aza-bicyclo[3.1.0]hex-3-yl)-methanone

Product 1

HCID 872298372,3-Dihydro-thieno[3,4-b][1,4]dioxine-5-carboxylic acid{(1s,2s,5r)-3-[2-amino-5-(3-fluoro-phenyl)-thiazole-4-carbonyl]-3-aza-bicyclo[3.1.0]hex-2-ylmethyl}-amide

Procedure

prepared by reaction of [2-Amino-5-(3-fluoro-phenyl)-thiazol-4-yl]-((1S,2S,5R)-2-aminomethyl-3-aza-bicyclo[3.1.0]hex-3-yl)-methanone with 2,3-Dihydro-thieno[3,4-b][1,4]dioxine-5-carboxylic acid. LC-MS (basic): tR=0.75 min; [M+H]+=501.3.

Sources & evidence

ORD record
ord-67ca799998b44d23a03f8fb98fb9b276
Source dataset
uspto-grants-2011_11
Patent number
US08063099B2

Reaction notes

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