Trifluoroacetic acid → HCID 131724495, compound

HRID 1883492Notes

Reaction equation

HRID 1883492 reaction equation
[ClH:1].C(OC(=O)[NH:8][C@H:9]([C:16](=[O:28])[NH:17][CH2:18][CH:19]1[CH2:24][CH2:23][N:22]([C:25](=[NH:27])[NH2:26])[CH2:21][CH2:20]1)[CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)(C)(C)C.FC(F)(F)C(O)=O>>[ClH:1].[NH2:8][C@@H:9]([CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)[C:16]([NH:17][CH2:18][CH:19]1[CH2:24][CH2:23][N:22]([C:25](=[NH:26])[NH2:27])[CH2:21][CH2:20]1)=[O:28]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69760009HCID 69760009, compound

Product 1

HCID 131724495HCID 131724495, compoundYield 96.2%

Procedure

{[(1-Carbamimidoyl-piperidine-4-ylmethyl)-carbamoyl]-(S)-cyclohexyl-methyl}-carbamic acid tert butyl ester hydrochloric acid salt (3.64 g crude material) was stirred with aqueous trifluoroacetic acid (90%) at room temperature for 20 hours, evaporated, dissolved in aqueous hydrochloric acid and lyophilized to yield 2.69 g (89%) of the desired product, MS m/z: 296 (M+H)+, 148 (M+2H)2+.

Workup

  1. customevaporated
  2. dissolutiondissolved in aqueous hydrochloric acid

Sources & evidence

ORD record
ord-a14b692948184d7191f5faf30e7638e4
Source dataset
uspto-grants-2004_07
Patent number
US06759420B1

Reaction notes

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