Dimethylformamide dimethyl acetal → HCID 178484350, compound

HRID 1749538Notes

Reaction equation

HRID 1749538 reaction equation
[C:1]([C@H:4]1[CH2:7][C@@H:6]([NH:8][C:9](=[O:18])[O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:5]1([CH3:20])[CH3:19])(=[O:3])[NH2:2].CO[CH:23](OC)[N:24]([CH3:26])[CH3:25]>>[CH3:23][N:24](/[CH:26]=[N:2]/[C:1]([C@H:4]1[CH2:7][C@@H:6]([NH:8][C:9](=[O:18])[O:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:5]1([CH3:20])[CH3:19])=[O:3])[CH3:25]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 131733594HCID 131733594, compound

Product 1

HCID 178484350HCID 178484350, compound

Conditions

Temperature
120 °C

Procedure

A mixture of benzyl ((1R,3S)-3-carbamoyl-2,2-dimethylcyclobutyl)carbamate (638 mg, 2.30 mmol) in N,N-dimethylformamide dimethyl acetal (13 mL) was stirred at 120° C. overnight. The reaction mixture was concentrated at 50° C. in vacuo to give the crude product (850 mg) as a yellow oil, which was used directly in the next step without further purification. MS (ESI) m/z 332.2 [M+H]+.

Workup

  1. concentrationThe reaction mixture was concentrated at 50° C. in vacuo

Sources & evidence

ORD record
ord-73516ae12b354a55a747f75163aa1dd1
Source dataset
uspto-grants-2015_10
Patent number
US09156798B2

Reaction notes

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