4-Methylmorpholine → HCID 86669552, compound

HRID 524424Notes

Reaction equation

HRID 524424 reaction equation
[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([O:17][C@@H:18]3[CH2:22][CH2:21][O:20][CH2:19]3)[C:14]([OH:16])=O)=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.[NH2:23][C:24]1[S:25][C:26]([O:29][C:30]2[CH:31]=[CH:32][C:33]([CH3:40])=[C:34]([CH:39]=2)[C:35]([O:37][CH3:38])=[O:36])=[CH:27][N:28]=1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.CN1CCOCC1>C(Cl)Cl>[CH:1]1([S:4]([C:7]2[CH:8]=[CH:9][C:10]([CH:13]([O:17][C@@H:18]3[CH2:22][CH2:21][O:20][CH2:19]3)[C:14]([NH:23][C:24]3[S:25][C:26]([O:29][C:30]4[CH:31]=[CH:32][C:33]([CH3:40])=[C:34]([CH:39]=4)[C:35]([O:37][CH3:38])=[O:36])=[CH:27][N:28]=3)=[O:16])=[CH:11][CH:12]=2)(=[O:6])=[O:5])[CH2:2][CH2:3]1

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 59610056HCID 59610056, compoundHCID 86669553HCID 86669553, compound

Product 1

HCID 86669552HCID 86669552, compoundYield 85.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound of example A3 was obtained by similar method described in example A2 using 2-(4-Cyclopropanesulfonyl-phenyl)-2-[(R)-(tetrahydro-furan-3-yl)oxy]-acetic acid (preparation 5, 0.200 g, 0.613 mmol), methyl 5-(2-aminothiazol-5-yl)oxy-2-methyl-benzoate (preparation 26; 0.194 g, 0.736 mmol), HOBt (0.099 g, 0.736 mmol), and EDCl (0.140 g, 0.736 mmol), N-methyl morpholine (0.0154 g, 1.53 mmol) in DCM (8 mL) to provide the title compound (0.3 g).

Sources & evidence

ORD record
ord-de2b1bd673e042e28daec702b21aa439
Source dataset
uspto-grants-2016_05
Patent number
US09340506B2

Reaction notes

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