1,2-Dichloroethane → HCID 57810570, compound

HRID 2106496Notes

Reaction equation

HRID 2106496 reaction equation
[CH3:1][C:2]1([CH3:34])[CH2:7][CH2:6][CH2:5][CH:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([C:20]3[CH:21]=[CH:22][C:23]4[O:27][C:26]([C:28]([OH:30])=O)=[CH:25][C:24]=4[CH:31]=3)([CH2:18][CH3:19])[CH2:16][CH3:17])=[CH:11][C:10]=2[CH3:32])[C:3]1=[O:33].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.C(N(CC)CC)C.Cl.C([O:59][C:60](=[O:64])[CH2:61][NH:62][CH3:63])C>>[CH3:34][C:2]1([CH3:1])[CH2:7][CH2:6][CH2:5][CH:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([C:20]3[CH:21]=[CH:22][C:23]4[O:27][C:26]([C:28]([N:62]([CH2:61][C:60]([OH:64])=[O:59])[CH3:63])=[O:30])=[CH:25][C:24]=4[CH:31]=3)([CH2:16][CH3:17])[CH2:18][CH3:19])=[CH:11][C:10]=2[CH3:32])[C:3]1=[O:33]

Participants

6

Reactant 5

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 171173Ethyl N-methylaminoacetate hydrochlorideHCID 11167139HCID 11167139, compound

Product 1

HCID 57810570HCID 57810570, compound

Procedure

A solution of 5-{1-[4-(3,3-Dimethyl-2-oxo-cyclohexyloxy)-3-methyl-phenyl]-1-ethyl-propyl}-benzofuran-2-carboxylic acid (153 mg, 0.331 mmol) (from example R2), EDC (94 mg, 0.496 mmol), HOBT (47 mg, 0.347 mmol), triethylamine (0.2 ml, 1.3 mmol), and sarcosine ethyl ester hydrochloride (76 mg, 0.496 mmol) were reacted followed by base hydrolysis as in Example 74 to yield (55 mg, 34%) MS (ES) m/e: 532.3 (M−1)

Workup

  1. customfollowed by base hydrolysis as in Example 74
  2. customto yield (55 mg, 34%)

Sources & evidence

ORD record
ord-9c72b6675a1d42c7a93fc7acd17a2f2a
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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