Sulfuric Acid → HCID 68674957, compound

HRID 643171Notes

Reaction equation

[O:1]=[C:2]1[N:8]([CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C@@H:18]([C:36]([O:38][CH3:39])=[O:37])[CH2:19][C:20]3[CH:25]=[CH:24][C:23]([O:26]COCC[Si](C)(C)C)=[C:22]([Br:35])[CH:21]=3)=[O:16])[CH2:11][CH2:10]2)[CH2:7][CH2:6][C:5]2[CH:40]=[CH:41][CH:42]=[CH:43][C:4]=2[NH:3]1.S(=O)(=O)(O)O>>[O:1]=[C:2]1[N:8]([CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C@@H:18]([C:36]([O:38][CH3:39])=[O:37])[CH2:19][C:20]3[CH:25]=[CH:24][C:23]([OH:26])=[C:22]([Br:35])[CH:21]=3)=[O:16])[CH2:11][CH2:10]2)[CH2:7][CH2:6][C:5]2[CH:40]=[CH:41][CH:42]=[CH:43][C:4]=2[NH:3]1

Participants

Reactant 2

HCID 1118Sulfuric Acid

HCID 68675085HCID 68675085, compound

Product 1

HCID 68674957HCID 68674957, compound

Procedure

Prepared analogously to Example 24g from 5.40 g (7.98 mmol) (R)-2-[3-bromo-4-(2-trimethylsilanyl-ethoxy-methoxy)-phenyl]-1-methoxycarbonyl-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate and 7.7 mL (4.2 mmol) methanolic sulphuric acid (0.5 M). The crude product (5.44 g) was further reacted without purification.

Sources & evidence

ORD record: ord-b1c214d20fd14fe7968e8bf1c7c5e1b7
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07696209B2

Reaction notes

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