2-Amino-5-(3-fluorophenyl)-1,3-thiazole-4-carboxylic acid → 2,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid {(1S,3S,5S)-2-[2-amino-5-(3-fluoro-phenyl)-thiazole-4-carbonyl]-2-aza-bicyclo[3.1.0]hex-3-ylmethyl}-amide

HRID 2064837Notes

Reaction equation

HRID 2064837 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][C:24]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([F:36])[CH:31]=2)=[C:25]([C:27](O)=[O:28])[N:26]=1>>[NH2:21][C:22]1[S:23][C:24]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([F:36])[CH:31]=2)=[C:25]([C:27]([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:28])[N:26]=1

Participants

3

Reactant 2

HCID 574371792-Amino-5-(3-fluorophenyl)-1,3-thiazole-4-carboxylic 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 866536532,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid {(1S,3S,5S)-2-[2-amino-5-(3-fluoro-phenyl)-thiazole-4-carbonyl]-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-amino-5-(3-fluoro-phenyl)-thiazole-4-carboxylic acid. LC-MS (basic): tR=1.28 min; [M+H]+=495.1.

Sources & evidence

ORD record
ord-77d73ba7eab64497ac763b0b883831d0
Source dataset
uspto-grants-2012_10
Patent number
US08288435B2

Reaction notes

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