Hydrochloric Acid → HCID 86608829, compound

HRID 1162628Notes

Reaction equation

HRID 1162628 reaction equation
C(OC([N:8]1[CH2:12][C@H:11]([NH:13][C:14]([C:16]2[S:17][C:18]([Cl:21])=[CH:19][CH:20]=2)=[O:15])[CH2:10][C@H:9]1[CH2:22][N:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1)=O)(C)(C)C.[ClH:28]>O1CCOCC1>[ClH:21].[ClH:28].[N:23]1([CH2:22][C@H:9]2[NH:8][CH2:12][C@H:11]([NH:13][C:14]([C:16]3[S:17][C:18]([Cl:21])=[CH:19][CH:20]=3)=[O:15])[CH2:10]2)[CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 42643387HCID 42643387, compound

Product 1

HCID 86608829HCID 86608829, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

17.4 To a stirred solution of 134 mg (2S,4R)-4-[(5-chloro-thiophene-2-carbonyl)-amino]-2-pyrrolidin-1-ylmethyl-pyrrolidine-1-carboxylic acid tert-butyl ester at r.t. in 3.4 ml dioxane under an argon atmosphere were added 1.6 ml 4 M HCl in dioxane. The mixture was then stirred for 18 h. The resulting white suspension was concentrated to leave 139 mg 5-chloro-thiophene-2-carboxylic acid ((3R,5S)-5-pyrrolidin-1-ylmethyl-pyrrolidin-3-yl)-amide dihydrochloride as off-white solid. MS 314.3 ([M+H]+)

Workup

  1. concentrationThe resulting white suspension was concentrated

Sources & evidence

ORD record
ord-7c476760e2a245ed9b8f37206cd2e127
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Reaction notes

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