Sodium Hydroxide → HCID 57054293, compound

HRID 651159Notes

Reaction equation

HRID 651159 reaction equation
Cl.[NH2:2][C@@H:3]([CH3:12])[C:4]([N:6]1[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1)=[O:5].[Cl:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[NH:19][C:18]([C:23](O)=[O:24])=[CH:17]2.[OH-].[Na+]>>[CH3:12][C@H:3]([NH:2][C:23]([C:18]1[NH:19][C:20]2[C:16]([CH:17]=1)=[CH:15][C:14]([Cl:13])=[CH:22][CH:21]=2)=[O:24])[C:4]([N:6]1[CH2:7][CH2:8][O:9][CH2:10][CH2:11]1)=[O:5]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 826935-Chloro-1H-indole-2-carboxylic acidHCID 66652331HCID 66652331, compound

Product 1

HCID 57054293HCID 57054293, compound

Procedure

(2S)-Amino-1-morpholin-4-yl-propan-1-one hydrochloride (195 mg, 1.0 mmol) and 5-chloro-1H-indole-2-carboxylic acid (195 mg, 1.0 mmol) were coupled according to procedure A (washed with 1 N NaOH after acid washes) giving crude product which was triturated with ether and dried. Yield 150 mg, 45%: HPLC (60/40) 3.61 minutes (100%); PBMS 336/338 (MH+, 100%);

Workup

  1. customgiving crude product which
  2. customwas triturated with ether
  3. customdried
  4. customHPLC (60/40) 3.61 minutes (100%)

Sources & evidence

ORD record
ord-1b4251894210447babe0090f268f173c
Source dataset
uspto-grants-2001_08
Patent number
US06277877B1

Reaction notes

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