Dichloromethane → HCID 57970677, compound

HRID 1044359Notes

Reaction equation

HRID 1044359 reaction equation
Cl[C:2]([O:4][CH3:5])=[O:3].[NH2:6][C:7]1[CH:8]=[CH:9][C:10]([N:13]2[CH2:29][CH2:28][CH2:27][C@@:15]3([C:19](=[O:20])[N:18]([CH:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)[CH2:17][CH2:16]3)[CH2:14]2)=[N:11][CH:12]=1.C(N(CC)C(C)C)(C)C.C(Cl)Cl>>[O:20]=[C:19]1[C@@:15]2([CH2:27][CH2:28][CH2:29][N:13]([C:10]3[N:11]=[CH:12][C:7]([NH:6][C:2](=[O:3])[O:4][CH3:5])=[CH:8][CH:9]=3)[CH2:14]2)[CH2:16][CH2:17][N:18]1[CH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 66722463HCID 66722463, compound

Product 1

HCID 57970677HCID 57970677, compound

Procedure

Methyl chloroformate (4.4 μL, 0.000057 mol) was added to a solution of (5S)-7-(5-aminopyridin-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-2,7-diazaspiro[4.5]decan-1-one (15.8 mg, 0.0000478 mol), N,N-diisopropylethylamine (27 μL, 0.00016 mol) and methylene chloride (1.0 mL, 0.016 mol); and the mixture was stirred for 1 h. The volatiles were removed in-vacuo and the crude product was purified by prep-HPLC. LC-MS: 389.2 (M+H)+.

Workup

  1. customThe volatiles were removed in-vacuo
  2. customthe crude product was purified by prep-HPLC

Sources & evidence

ORD record
ord-6ec7280894814ebface3b99965eec39a
Source dataset
uspto-grants-2013_10
Patent number
US08563570B2

Reaction notes

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