Water → HCID 178463218, compound

HRID 2053727Notes

Reaction equation

[F:1][C:2]1[CH:38]=[CH:37][C:5]([CH2:6][CH2:7][NH:8][C:9](=[N:11][C:12]2[CH:20]=[C:19]3[C:15]([CH2:16][C@@H:17]([OH:36])[C@@H:18]3[NH:21][C:22]([C:24]3[CH:29]=[CH:28][C:27]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[CH:26][CH:25]=3)=[O:23])=[CH:14][CH:13]=2)[CH3:10])=[CH:4][CH:3]=1.O>CO>[OH2:23].[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][NH:8][C:9](=[N:11][C:12]2[CH:20]=[C:19]3[C:15]([CH2:16][C@@H:17]([OH:36])[C@@H:18]3[NH:21][C:22]([C:24]3[CH:29]=[CH:28][C:27]([C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=4)=[CH:26][CH:25]=3)=[O:23])=[CH:14][CH:13]=2)[CH3:10])=[CH:37][CH:38]=1.[C:27]1([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:26]=[CH:25][C:24]([C:22]([NH:21][C@@H:18]2[C:19]3[C:15](=[CH:14][CH:13]=[C:12]([N:11]=[C:9]([NH:8][CH2:7][CH2:6][C:5]4[CH:37]=[CH:38][C:2]([F:1])=[CH:3][CH:4]=4)[CH3:10])[CH:20]=3)[CH2:16][C@H:17]2[OH:36])=[O:23])=[CH:29][CH:28]=1

Participants

Conditions

Temperature: 21.5 °C

Procedure

Dissolve biphenyl-4-carboxylic acid (R)-(6-(1-((4-fluorobenzyl)methylamino)ethylideneamino)-2(R)-hydroxyindan-1-yl)amide solvate (2.0 g) in methanol (24 mL) at 20-23° C. Add water (5 mL) to the solution, followed by hemihydrate seed crystals (20 mg). Stir the mixture for 2 h at 20-23° C., then cool to 0-5° C. Filter the mixture, wash with a solution of methanol (8 mL) and water (2 mL), and dry at 50-60° C. under vacuum for 16 h to give 1.66 g of the title compound.

Workup

temperaturecool to 0-5° C
filtrationFilter the mixture
washwash with a solution of methanol (8 mL) and water (2 mL)
customdry at 50-60° C. under vacuum for 16 h

Sources & evidence

ORD record: ord-c634409e3f8b407491d4ff379dfbf0d5
Source dataset: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07326731B2

Reaction notes

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