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

Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 178473011, compound

HRID 378990
Notes
Print preview

Reaction equation

HRID 378990 reaction equation
[NH:1]([C:5]1[S:6][C:7]([C:11]([OH:13])=O)=[C:8]([CH3:10])[N:9]=1)[C:2]([NH2:4])=[NH:3].Cl.[NH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:18][CH:17]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[NH:1]([C:5]1[S:6][C:7]([C:11]([NH:15][C:16]2[CH:17]=[CH:18][C:19]([O:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:20][CH:21]=2)=[O:13])=[C:8]([CH3:10])[N:9]=1)[C:2]([NH2:4])=[NH:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 21697723Ethyl 4-amino-phenyloxyacetate hydrochlorideHCID 178433209HCID 178433209, compound

Product 1

HCID 178473011HCID 178473011, compoundYield 48.8%

Reagents, catalysts & solvents 1

HCID 6228
Dimethylformamide
Solvent

Procedure

400 mg of 2-guanidino-4-methyl-thiazole-5-carboxylic acid, 463 mg of ethyl 4-amino-phenyloxyacetate hydrochloride, 6 ml of DMF, 0.67 ml of N-MM and 759 mg of HBTU are stirred at RT for 22 hrs. The working up and purification are effected as described in Example 1. Crystallization from acetonitrile (MeCN) gives 368 mg of ethyl {4-[(2-guanidino-4-methyl-thiazole-5-carbonyl)-amino]-phenoxy}-acetate, m.p. 223° C.;, MS: 378 (M+H)+.

Workup

  1. customThe working up and purification
  2. customCrystallization from acetonitrile (MeCN)

Sources & evidence

ORD record
ord-27f2259c46f6419186dfc1afab0a6b3f
Source dataset
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06297266B1

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes