4-Methylmorpholine → HCID 86669557, compound

HRID 524431Notes

Reaction equation

HRID 524431 reaction equation
[CH:1]1([S:6]([C:9]2[N:14]=[CH:13][C:12]([CH:15]([O:19][CH:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)[C:16](O)=[O:17])=[CH:11][CH:10]=2)(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:26][C:27]1[S:28][C:29]([O:32][C:33]2[CH:34]=[C:35]([CH:40]=[CH:41][CH:42]=2)[C:36]([O:38][CH3:39])=[O:37])=[CH:30][N:31]=1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.CN1CCOCC1>C(Cl)Cl>[CH:1]1([S:6]([C:9]2[N:14]=[CH:13][C:12]([CH:15]([O:19][CH:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)[C:16]([NH:26][C:27]3[S:28][C:29]([O:32][C:33]4[CH:34]=[C:35]([CH:40]=[CH:41][CH:42]=4)[C:36]([O:38][CH3:39])=[O:37])=[CH:30][N:31]=3)=[O:17])=[CH:11][CH:10]=2)(=[O:7])=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 59404898HCID 59404898, compoundHCID 68182481HCID 68182481, compound

Product 1

HCID 86669557HCID 86669557, compoundYield 42.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound of example A10 was obtained by similar method described in example A1 using 2-(6-cyclopentylsulfonyl-3-pyridyl)-2-tetrahydropyran-4-yloxy-acetic acid (Preparation 14; 0.200 g, 0.542 mmol), methyl 3-(2-aminothiazol-5-yl)oxybenzoate (Preparation 20, 0.162 g, 0.650 mmol), HOBt (0.087 g, 0.650 mmol), and EDCl (0.124 g, 0.650 mmol), N-methyl morpholine (0.136 g, 1.35 mmol) in DCM (8 mL) to provide the title compound (0.140 g).

Workup

  1. customwas obtained by similar method

Sources & evidence

ORD record
ord-14480fe8382f44f2b25e22a80fc2e672
Source dataset
uspto-grants-2016_05
Patent number
US09340506B2

Reaction notes

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