Sodium Hydroxide → HCID 57947532, compound

HRID 416410Notes

Reaction equation

[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([NH:11][C:12](=[O:38])[O:13][CH2:14][C@@H:15]([N:24]([CH3:37])[C:25]([NH:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:30]=2[F:36])=[O:26])[CH2:16][CH2:17][CH2:18][O:19][P:20]([OH:23])([OH:22])=[O:21])[N:2]=1.[OH-].[Na+:40]>CO>[P:20]([O-:22])([O-:23])([O:19][CH2:18][CH2:17][CH2:16][C@H:15]([N:24]([CH3:37])[C:25]([NH:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:30]=1[F:36])=[O:26])[CH2:14][O:13][C:12](=[O:38])[NH:11][C:3]1[N:2]=[CH:1][C:10]2[C:5]([CH:4]=1)=[CH:6][CH:7]=[CH:8][CH:9]=2)=[O:21].[Na+:40].[Na+:40]

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of (S)-2-(3-(2,3-difluorobenzyl)-1-methylureido)-5-(phosphonooxy)pentyl isoquinolin-3-ylcarbamate (2.50 g, 4.54 mmol) in MeOH (100 mL) was added NaOH (0.1 N, 90.7 mL, 9.07 mmol) at 0° C. After stirred at 0° C. for 1 h, the mixture was concentrated to give sodium (S)-4-(3-(2,3-difluorobenzyl)-1-methylureido)-5-(isoquinolin-3-ylcarbamoyloxy)pentyl phosphate (2.15 g, 79%) as a white solid. LRMS (M-2Na++3H+) m/z 553.5.

Workup

concentrationthe mixture was concentrated

Sources & evidence

ORD record: ord-b95c7dee53f54051885abde335db7a52
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088793B2

Reaction notes

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