2-Methoxyethyl chloroformate → HCID 59321443, compound

HRID 1800852Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:15][NH:16][C:17](=[O:39])[C:18]3[C:23]([F:24])=[C:22]([S:25][C:26]4[S:30][C:29]([NH:31][C:32]5[CH:37]=[C:36]([CH3:38])[CH:35]=[CH:34][N:33]=5)=[N:28][CH:27]=4)[CH:21]=[CH:20][N:19]=3)[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].Cl[C:41]([O:43][CH2:44][CH2:45][O:46][CH3:47])=[O:42]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:15][NH:16][C:17](=[O:39])[C:18]3[C:23]([F:24])=[C:22]([S:25][C:26]4[S:30][C:29]([NH:31][C:32]5[CH:37]=[C:36]([CH3:38])[CH:35]=[CH:34][N:33]=5)=[N:28][CH:27]=4)[CH:21]=[CH:20][N:19]=3)[CH2:10][CH2:11][N:12]([C:41]([O:43][CH2:44][CH2:45][O:46][CH3:47])=[O:42])[CH2:13][CH2:14]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

Reactant 2

HCID 694002-Methoxyethyl chloroformate

HCID 59321379HCID 59321379, compound

Product 1

HCID 59321443HCID 59321443, compound

Procedure

Following the procedure given for example 81, N-((4-(3,4-dichlorophenyl)piperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide (compound example 48) was reacted with 2-methoxyethyl chloroformate to give the title compound. LC/MS (M+H)+: 705. Ret. time: 2.06 min. (Condition I); analytical HPLC Ret. time: 9.77 min (Condition H).

Sources & evidence

ORD record: ord-d5eaa0d16725425189e9f44eccce57d5
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08343999B2

Reaction notes

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