HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Water → (R)-3-(1-Amino-7-trifluoromethoxy-isoquinolin-6-yl)-2-[(S)-2-oxo-3-(2-pyrrolidin-1-yl-thiazole-5-sulfonylamino)-pyrrolidin-1-yl]-propionic acid hydrochloride

HRID 1746847
Notes
Print preview

Reaction equation

HRID 1746847 reaction equation
[ClH:1].C([O:5][C:6](=[O:45])[C@H:7]([N:25]1[CH2:29][CH2:28][C@H:27]([NH:30][S:31]([C:34]2[S:38][C:37]([N:39]3[CH2:43][CH2:42][CH2:41][CH2:40]3)=[N:36][CH:35]=2)(=[O:33])=[O:32])[C:26]1=[O:44])[CH2:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][C:18]=1[O:19][C:20]([F:23])([F:22])[F:21])[C:15]([NH2:24])=[N:14][CH:13]=[CH:12]2)CC.O>Cl>[ClH:1].[NH2:24][C:15]1[C:16]2[C:11](=[CH:10][C:9]([CH2:8][C@@H:7]([N:25]3[CH2:29][CH2:28][C@H:27]([NH:30][S:31]([C:34]4[S:38][C:37]([N:39]5[CH2:43][CH2:42][CH2:41][CH2:40]5)=[N:36][CH:35]=4)(=[O:33])=[O:32])[C:26]3=[O:44])[C:6]([OH:45])=[O:5])=[C:18]([O:19][C:20]([F:22])([F:21])[F:23])[CH:17]=2)[CH:12]=[CH:13][N:14]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 962WaterHCID 89644260(R)-3-(1-Amino-7-trifluoromethoxy-isoquinolin-6-yl)-2-[(S)-2-oxo-3-(2-pyrrolidin-1-yl-thiazole-5-sulfonylamino)-pyrrolidin-1-yl]-propionic acid propyl ester hydrochloride2×

Product 1

HCID 71584487(R)-3-(1-Amino-7-trifluoromethoxy-isoquinolin-6-yl)-2-[(S)-2-oxo-3-(2-pyrrolidin-1-yl-thiazole-5-sulfonylamino)-pyrrolidin-1-yl]-propionic acid hydrochlorideYield 90%

Reagents, catalysts & solvents 1

HCID 313
Hydrochloric Acid
Solvent
2×

Procedure

A solution of 600 mg (0.82 m.mole) of (R)-3-(1-Amino-7-trifluoromethoxy-isoquinolin-6-yl)-2-[(S)-2-oxo-3-(2-pyrrolidin-1-yl-thiazole-5-sulfonylamino)-pyrrolidin-1-yl]-propionic acid propyl ester hydrochloride (compound of example 3) in 20 ml of 1N hydrochloric acid is heated at 80° C. for 4 h. The reaction mixture is evaporated to dryness. The crude material is taken up in acetone, and the precipitate formed is filtered, washed with acetone and dried under vacuum. 510 mg of a white powder containing 1.7 moles of HCl and 2 moles of H2O are collected (90% yield)

Workup

  1. customThe reaction mixture is evaporated to dryness
  2. customthe precipitate formed
  3. filtrationis filtered
  4. washwashed with acetone
  5. customdried under vacuum
  6. customare collected (90% yield)

Sources & evidence

ORD record
ord-be27bd96cc4a4644ad4d2c586a8dde1a
Source dataset
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09150544B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes