Dichloromethane → HCID 68887071, compound

HRID 857889Notes

Reaction equation

HRID 857889 reaction equation
C(OC(N1CCC(NC([N:16]2[CH2:21][CH2:20][N:19]3[C:22]([CH:30]4[CH2:35][CH2:34]OCC4)=[C:23](C#N)[C:24]([C:25](=[O:27])[NH2:26])=[C:18]3[CH2:17]2)=O)CC1)=O)(C)C.[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39].[Cl:43]CCl>>[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39].[Cl:43][C:23]1[C:24]([C:25]([NH2:26])=[O:27])=[C:18]2[CH2:17][NH:16][CH2:21][CH2:20][N:19]2[C:22]=1[CH:30]1[CH2:35][CH2:34]1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 58761821HCID 58761821, compound

Product 1

HCID 68887071HCID 68887071, compound

Procedure

A stirred solution of 8-carbamoyl-7-chloro-6-cyclopropyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazine-2-carboxylic acid tert-butyl ester (100 mg, Reference Example 25) in dry dichloromethane (2 ml) was treated with trifluoroacetic acid (1 ml). After stirring at room temperature for 18 hours the reaction mixture was evaporated to afford oil, which was azeotroped with toluene and then triturated with diethyl ether to give 7-chloro-6-cyclopropyl-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-8-carboxylic acid amide trifluoroacetic acid salt (42 mg) as white solid, m.p. 237–239° C. MS: 242 [MH]+, 240 [MH]+.

Workup

  1. customwas evaporated
  2. customto afford oil, which
  3. customwas azeotroped with toluene
  4. customtriturated with diethyl ether

Sources & evidence

ORD record
ord-8abd4e874dbb4a0b9db67fdc9edbd3b8
Source dataset
uspto-grants-2006_12
Patent number
US07148215B2

Reaction notes

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