Succinic Acid → HCID 178457292, compound

HRID 2170079Notes

Reaction equation

HRID 2170079 reaction equation
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[CH2:9]([N:12]([CH2:55][CH2:56][CH3:57])[C:13]([CH2:15][O:16][C:17](=[O:54])[CH2:18][CH2:19][NH:20][S:21]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([N:32]2[CH2:53][CH2:52][C:35]3([NH:39]/[C:38](=[N:40]/[C:41]([C:43]4[C:48]([NH2:49])=[N:47][C:46]([NH2:50])=[C:45]([Cl:51])[N:44]=4)=[O:42])/[NH:37][CH2:36]3)[CH2:34][CH2:33]2)=[O:31])[CH:25]=1)(=[O:23])=[O:22])=[O:14])[CH2:10][CH3:11]>C(#N)C.O>[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[CH2:55]([N:12]([CH2:9][CH2:10][CH3:11])[C:13]([CH2:15][O:16][C:17](=[O:54])[CH2:18][CH2:19][NH:20][S:21]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([N:32]2[CH2:53][CH2:52][C:35]3([NH:39]/[C:38](=[N:40]/[C:41]([C:43]4[C:48]([NH2:49])=[N:47][C:46]([NH2:50])=[C:45]([Cl:51])[N:44]=4)=[O:42])/[NH:37][CH2:36]3)[CH2:34][CH2:33]2)=[O:31])[CH:25]=1)(=[O:23])=[O:22])=[O:14])[CH2:56][CH3:57]

Participants

5

Reactant 2

HCID 1110Succinic AcidHCID 178457291HCID 178457291, compound

Product 1

HCID 178457292HCID 178457292, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

Succinic acid (409 mg, 3.47 mmol) was added to a solution of 3-(3-{2-[(E)-3,5-diamino-6-chloro-pyrazine-2-carbonylimino]-1,3,8-triaza-spiro[4.5]decane-8-carbonyl}-benzenesulfonylamino)-propionic acid dipropylcarbamoylmethyl ester (step 1, Method B) (2.50 g, 3.47 mmol) in acetonitrile (25 ml) and water (1.5 ml) at 50° C. The resulting clear solution was cooled to RT over 30 mins. Crystallisation started to occur at an internal temperature of ˜30° C. The resulting slurry was stirred for at RT for 16 h, The crystals were collected by filtration, and the filter cake washed with acetonitrile/water (95:5) and dried at 50° C. under vacuum to afford the title compound;

Workup

  1. customCrystallisation
  2. customto occur at an internal temperature of ˜30° C
  3. filtrationThe crystals were collected by filtration
  4. washthe filter cake washed with acetonitrile/water (95:5)
  5. customdried at 50° C. under vacuum

Sources & evidence

ORD record
ord-b802666db5384efe9cdb80818c452313
Source dataset
uspto-grants-2015_06
Patent number
US09050339B2

Reaction notes

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