O-(6-Chlorobenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate → HCID 117966845, compound

HRID 712831Notes

Reaction equation

HRID 712831 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][C:11]([CH3:14])([CH3:13])[CH2:10][C@@H:9]1[C:15]([OH:17])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:19][C:20]1([C:23]2[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=2)[CH2:22][CH2:21]1.CN(C(ON1N=NC2C=CC(=CC1=2)Cl)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>>[CH3:30][O:29][C:27]([C:26]1[CH:31]=[CH:32][C:23]([C:20]2([NH:19][C:15]([C@H:9]3[CH2:10][C:11]([CH3:13])([CH3:14])[CH2:12][N:8]3[C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[O:17])[CH2:21][CH2:22]2)=[CH:24][CH:25]=1)=[O:28]

Participants

4

Reactant 3

HCID 42624899O-(6-Chlorobenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphateHCID 66824369Methyl 4-(1-aminocyclopropyl)benzoate hydrochlorideHCID 944133841,2-Pyrrolidinedicarboxylic acid, 4,4-diMethyl-, 1-(1,1-diMethylethyl) ester, (2R)-

Product 1

HCID 117966845HCID 117966845, compoundYield 65.4%

Procedure

The title compound (D75) (94 mg) was prepared according to the general procedure for amides preparation (Method C) starting from (R)-1-(tert-butoxycarbonyl)-4,4-dimethylpyrrolidine-2-carboxylic acid (D41) (84 mg) and methyl 4-(1-aminocyclopropyl)benzoate hydrochloride (79 mg). HCTU: 1.05 eq; Reaction time: 2 hrs.

Workup

  1. customReaction time
  2. custom2 hrs

Sources & evidence

ORD record
ord-2d40a7624f8d468d83be25c37f57b30f
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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