N,N-Dimethylglycine → HCID 11364178, compound

HRID 1375615Notes

Reaction equation

C1([N:6]2[CH2:11][CH2:10][CH:9]([N:12]3[CH2:16]C[C@H:14]([NH:17][S:18]([C:21]4[CH:30]=[CH:29][C:28]5[C:23](=[CH:24][CH:25]=[C:26]([Cl:31])[CH:27]=5)[CH:22]=4)(=[O:20])=[O:19])[C:13]3=[O:32])[CH2:8][CH2:7]2)CCCC1.[CH3:33][CH2:34]N(C(C)C)C(C)C.[CH3:42][N:43]([CH3:48])[CH2:44][C:45](O)=[O:46].CN([P+](ON1N=NC2C=CC=CC1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F>C1COCC1.CN(C=O)C>[CH3:42][N:43]([CH3:48])[CH2:44][C:45]([N:6]1[CH2:11][CH2:10][CH:9]([N:12]2[CH2:16][CH2:34][CH2:33][C@H:14]([NH:17][S:18]([C:21]3[CH:30]=[CH:29][C:28]4[C:23](=[CH:24][CH:25]=[C:26]([Cl:31])[CH:27]=4)[CH:22]=3)(=[O:19])=[O:20])[C:13]2=[O:32])[CH2:8][CH2:7]1)=[O:46]

Participants

Conditions

Temperature: 0 °C

Procedure

To a mixture of the product obtained from Example 3 (20 mg, 0.047 mmol) in THF/DMF (2.5/1.0 mL) were added DIEA (0.1 mL), N,N-dimethylglycine (50 mg), and BOP reagent (100 mg). The resulting mixture was stirred at 0° C. for 1.5 hr. The solvent was evaporated. HPLC separation (30% to 100% acetonitrile/water) gave the title compound as a white solid. LC-MS found: (M+1)+=507.26.

Workup

customThe solvent was evaporated
customHPLC separation (30% to 100% acetonitrile/water)

Sources & evidence

ORD record: ord-2e7063e3df9e4e398e6674dcfaee110c
Source dataset: uspto-grants-2007_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07169795B2

Reaction notes

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