N-(Cyclohexylmethyl)-2H-1,3-benzodioxol-5-amine → HCID 57668443, compound

HRID 2043952Notes

Reaction equation

HRID 2043952 reaction equation
C([O:3][C:4](=[O:31])[CH2:5][S:6][C:7]1[S:11][C:10]([NH:12][C:13]([N:15]([C:22]2[CH:30]=[CH:29][C:25]3[O:26][CH2:27][O:28][C:24]=3[CH:23]=2)[CH2:16][CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:14])=[N:9][CH:8]=1)C.C1(CN(C2C=CC(S(C)(=O)=O)=CC=2)C(=O)NC2SC=C(CC(O)=O)N=2)CCCC1.O1C2C=CC(NCC3CCCCC3)=CC=2OC1.C(OC(=O)CSC1SC(N)=NC=1)C>>[O:26]1[C:25]2[CH:29]=[CH:30][C:22]([N:15]([CH2:16][CH:17]3[CH2:18][CH2:19][CH2:20][CH2:21]3)[C:13](=[O:14])[NH:12][C:10]3[S:11][C:7]([S:6][CH2:5][C:4]([OH:31])=[O:3])=[CH:8][N:9]=3)=[CH:23][C:24]=2[O:28][CH2:27]1

Participants

5

Reactant 4

HCID 18778581N-(Cyclohexylmethyl)-2H-1,3-benzodioxol-5-amineHCID 21455623Ethyl 2-(2-aminothiazol-5-ylthio)acetateHCID 57668194{2-[3-Cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]thiazol-4-yl}-acetic acidHCID 86629901HCID 86629901, compound

Product 1

HCID 57668443HCID 57668443, compound

Procedure

The title compound was prepared via [2-(3-benzo[1,3]dioxol-5-yl-3-cyclopentylmethyl-ureido)-thiazol-5-ylsulfanyl]-acetic acid ethyl ester in a similar manner as described for the synthesis of {2-[3-cyclopentylmethyl-3-(4-methanesulfonyl-phenyl)-ureido]-thiazol-4-yl}-acetic acid, using benzo[1,3]dioxol-5-yl-cyclohexylmethyl-amine and (2-amino-thiazol-5-ylsulfanyl)acetic acid ethyl ester

Sources & evidence

ORD record
ord-d744a284d68d4afc8f33c5946103c8a8
Source dataset
uspto-grants-2013_11
Patent number
US08586614B2

Reaction notes

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