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

Water → 9-Chloro-2-[4-(3-pyrrolidin-1-yl-propyl)-phenylamino]-5h,7h-benzo[b]pyrimido[4,5-d]-azepin-6-one

HRID 2373411
Notes
Print preview

Reaction equation

HRID 2373411 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]3[N:12]=[C:13]([NH:16][C:17]4[CH:22]=[CH:21][C:20]([C:23]#[C:24][CH2:25][N:26]5[CH2:30][CH2:29][CH2:28][CH2:27]5)=[CH:19][CH:18]=4)[N:14]=[CH:15][C:10]=3[CH2:9][C:8](=[O:31])[NH:7][C:6]=2[CH:32]=1.O>CCO.[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]3[N:12]=[C:13]([NH:16][C:17]4[CH:18]=[CH:19][C:20]([CH2:23][CH2:24][CH2:25][N:26]5[CH2:27][CH2:28][CH2:29][CH2:30]5)=[CH:21][CH:22]=4)[N:14]=[CH:15][C:10]=3[CH2:9][C:8](=[O:31])[NH:7][C:6]=2[CH:32]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 962WaterHCID 598513129-Chloro-2-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)-phenylamino]-5h,7h benzo[b]pyrimido[4,5-d]azepin-6-one

Product 1

HCID 598517059-Chloro-2-[4-(3-pyrrolidin-1-yl-propyl)-phenylamino]-5h,7h-benzo[b]pyrimido[4,5-d]-azepin-6-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702Ethanol
Solvent

Conditions

Temperature
22 °C

Procedure

To a solution of 9-chloro-2-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)-phenylamino]-5H,7H benzo[b]pyrimido[4,5-d]azepin-6-one (I-47) (0.082 g, 0.19 mmol) in EtOH (5 mL) was added Pd/C (10% wt, ˜50% H2O, 0.01 g) and the mixture was placed under H2 (1 atm) and stirred for 12 h at 22° C. The reaction mixture was filtered through Celite® and the filtrate concentrated in vacuo to give crude product as a yellow oil. Purification by C-18 RP LC-MS chromatography afforded I-66 (0.046 g, 56%):

Workup

  1. filtrationThe reaction mixture was filtered through Celite®
  2. concentrationthe filtrate concentrated in vacuo
  3. customto give crude product as a yellow oil
  4. customPurification by C-18 RP LC-MS chromatography
  5. customafforded I-66 (0.046 g, 56%)

Sources & evidence

ORD record
ord-0343c52c81ac4297bfa226cc320edab9
Source dataset
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07459448B2

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes