HCID 68547768, compound → HCID 11511505, compound

HRID 2243506Notes

Reaction equation

HRID 2243506 reaction equation
C[O:2][C:3]([C:5]1[S:29][C:8]2[C:9]3[CH:10]=[CH:11][CH:12]=[C:13]([N:16]([CH2:22][CH:23]4[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]4)[C:17]([NH:19][CH2:20][CH3:21])=[O:18])[C:14]=3[S:15][C:7]=2[C:6]=1[O:30][CH2:31][C:32]([O:34]CC)=[O:33])=[O:4]>C(OCC)(=O)C>[C:32]([CH2:31][O:30][C:6]1[C:7]2[S:15][C:14]3[C:13]([N:16]([CH2:22][CH:23]4[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]4)[C:17]([NH:19][CH2:20][CH3:21])=[O:18])=[CH:12][CH:11]=[CH:10][C:9]=3[C:8]=2[S:29][C:5]=1[C:3]([OH:4])=[O:2])([OH:34])=[O:33]

Participants

3

Reactant 1

HCID 68547768HCID 68547768, compound

Product 1

HCID 11511505HCID 11511505, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Step C Hydrolysis: Hydrolysis of 7-(1-Cyclohexylmethyl-3-ethyl-ureido)-1-ethoxycarbonylmethoxy-3,8-dithia-cyclopenta[a]indene-2-carboxylic acid methyl ester (30 mg, 0.056 mmol) was carried out following a procedure similar to that delineated in Step C, Example 26, with the exception of an ethyl acetate wash (3×, 5 mL) before precipitation of the desired diacid, to remove a minor impurity associated with the isocyanate. (8.6 mg yellow solid, 28% yield).

Workup

  1. customStep C Hydrolysis
  2. washwash (3×, 5 mL)
  3. custombefore precipitation of the desired diacid
  4. customto remove a minor impurity

Sources & evidence

ORD record
ord-8ddc1f6415d448a9b7c9923ddbe38fd8
Source dataset
uspto-grants-2010_03
Patent number
US07674822B2

Reaction notes

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