Hydrochloric Acid → HCID 131716764, compound

HRID 704558Notes

Reaction equation

HRID 704558 reaction equation
[NH2:1][CH:2]1[C:8](=[O:9])[N:7]([CH3:10])[C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[N:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:3]1=[O:21].[C:22]([NH:29][C@H:30]([C:38](O)=[O:39])[CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23].N1(C2C=CN=CC=2)CCCC1.Cl>C(Cl)Cl>[O:9]=[C:8]1[N:7]([CH3:10])[C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[N:4]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:3](=[O:21])[CH:2]1[NH:1][C:38](=[O:39])[C@@H:30]([NH:29][C:22](=[O:23])[O:24][C:25]([CH3:26])([CH3:27])[CH3:28])[CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 755674-PyrrolidinopyridineHCID 77857L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-HCID 14697649HCID 14697649, compound

Product 1

HCID 131716764HCID 131716764, compoundYield 111.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2.4 g of the product of Step D, 40 ml of methylene chloride, 2.26 g (8.5 mmoles) of BOC-L-phenylalanine, 1.8 g (9.4 mmoles) of dicyclohexycarbodiimide and 1.26 g (8.5 mmoles) of 4-pyrrolidinopyridine was stirred for 16 hours. The mixture was poured into 100 ml of hydrochloric acid and the decanted organic phase was washed three times with water. After drying, the solvent was eliminated to obtain 5 g of a yellowish foam.

Workup

  1. washthe decanted organic phase was washed three times with water
  2. customAfter drying

Sources & evidence

ORD record
ord-1ef8ebc16b1b48e38fcd6619c0cea796
Source dataset
uspto-grants-1991_01
Patent number
US04988692

Reaction notes

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