2-Amino-6-fluorobenzothiazole → HCID 58646597, compound

HRID 1353290Notes

Reaction equation

HRID 1353290 reaction equation
C([O:3][C:4](=[O:20])[C@@H:5]([O:18][CH3:19])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]([OH:17])=O)=[CH:9][CH:8]=1)C.[F:21][C:22]1[CH:31]=[CH:30][C:25]2[N:26]=[C:27]([NH2:29])[S:28][C:24]=2[CH:23]=1.C(O[C@@H](CC1C=CC(O[C@@H](C(=O)NCCC2C=CC(OC3C=CC=CC=3)=CC=2)C)=CC=1)C(O)=O)C>>[F:21][C:22]1[CH:31]=[CH:30][C:25]2[N:26]=[C:27]([NH:29][C:15]([CH2:14][O:13][C:10]3[CH:9]=[CH:8][C:7]([CH2:6][C@H:5]([O:18][CH3:19])[C:4]([OH:3])=[O:20])=[CH:12][CH:11]=3)=[O:17])[S:28][C:24]=2[CH:23]=1

Participants

4

Reactant 3

HCID 3199542-Amino-6-fluorobenzothiazoleHCID 9847886(2S,1R)-2-ethoxy-3-(4-{1-[2-(4-phenoxy-phenyl)-ethylcarbamoyl]-ethoxy}-phenyl)propionic acidHCID 58864673(2S)-3-(4-carboxymethoxy-phenyl)-2-methoxy-propionic acid ethyl ester

Product 1

HCID 58646597HCID 58646597, compound

Procedure

The title compound was prepared from (2S)-3-(4-carboxymethoxy-phenyl)-2-methoxy-propionic acid ethyl ester (PREPARATION 3, step 2) and 6-fluoro-benzothiazol-2-ylamine via the same procedure used for the preparation of (2S,1R)-2-ethoxy-3-(4-{1-[2-(4-phenoxy-phenyl)-ethylcarbamoyl]-ethoxy}-phenyl)-propionic acid (Example 1, step 3) to produce a colorless oil. MS (ES) for C19H17FN2O5S [M+H]+: 405.

Workup

  1. customto produce a colorless oil

Sources & evidence

ORD record
ord-452bcd3730994bad934b07ae1ae67a03
Source dataset
uspto-grants-2007_05
Patent number
US07220880B2

Reaction notes

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